Patents

Book Chapters

Research Papers

2023

333 Lukin, A.; Komarova, K.; Vinogradova, L.; Rogacheva, E.; Kraeva, L.; Krasavin, M. Synthesis and antibacterial evaluation of ciprofloxacin congeners with spirocyclic amine periphery. Int. J. Mol. Sci. 2023, 24, 954
332 Dar'in, D.; Kantin, G.; Glushakova, D.; Sharoyko, V.; Krasavin, M. Diazo Tetramic Acids Provide Access to Natural-Like Spirocyclic Δα,β-Butenolides through Rh(II)-catalyzed O-H Insertion/Base-Promoted Cyclization. J. Org. Chem., accepted 26.12.2022
331 Krivovicheva, V.; Bubyrev, A.; Kalinin, S.; Dar'in, D.; Gureev, M.; Vullo, D.; Krasavin, M.; Korsakov, M.; Supuran, C. T. A new way of synthesizing heterocyclic primary sulfonamide probes for carbonic anhydrase. Mendeleev Commun., accepted 23.12.2022
330 Krasavin, M.; Adamchik, M.; Bubyrev, A.; Heim, C.; Maiwald, S.; Zhukovsky, D.; Zhmurov, P.; Bunev, A.; Hartmann, M. D. Synthesis of novel glutarimide ligands for the E3 ligase substrate receptor Cereblon (CRBN): investigation of their binding mode and antiproliferative effects against myeloma cell lines. Eur. J. Med. Chem. 2023, 246, 114990
329 Lukin, A.; Vinogradova, L.; Komarova, K.; Krasavin, M. Spirocyclic azetidines for drug discovery: novel Boc-protected 7'H-spiro[azetidine-3,5'-furo[3,4-d]pyrimidines]. Mendeleev Commun. 2022, accepted 10.11.2022
328 Lukin, A.; Vinogradova, L.; Komarova, K.; Kalinin, S.; Krasavin, M. Synthesis of 1-oxa-9-azaspiro[5.5]undecane-9-sulfonamides bearing a diverse molecular periphery and a rare zinc-binding group for carbonic anhydrase interrogation. Mendeleev Commun., accepted 01.11.2022
327 Solovyev, I.; Dar'in, D.; Krasavin, M. Synthetic enabling of spirocyclic oxetane fatty acid mimetics based on 1-oxa-6,7-diazaspiro[3.4]oct-7-en-5-one scaffold via diazo chemistry. Mendeleev Commun. 2023, 33, 21-23
326 Lukin, A.; Komarova, K.; Vinogradova, L.; Rogacheva, E.; Kraeva, L.; Dogonadze, M.; Vinogradova, T.; Krasavin, M. Urea derivatives of spirocyclic piperidines endowed with antibacterial activity. Mendeleev Commun. 2023, 33, 109-111
325 Adamchik, M.; Bubyrev, A.; Zhukovsky, D.; Zhmurov, P.; Bunev, A.; Krasavin, M. Synthesis of novel glutarimide derivatives via the Michael addition of (hetero)aromatic thiols: pronounced effect of sulfur oxidation on cytotoxicity towards multiple myeloma cell lines. Mendeleev Commun. 2023, 33, 67-69
324 Sibinčić, N.; Kalinin, S.; Sharoyko, V.; Efimova, J.; Gasilina, O. A.; Korsakov, M.; Gureev, M.; Krasavin, M. A Series of Trifluoromethylisoxazolyl- and Trifluoromethylpyrazolyl-Substituted (Hetero)aromatic Sulfonamide Carbonic Anhydrase Inhibitors: Synthesis and Convenient Prioritization Workflow for Further In Vivo studies. Med. Chem. 2023, 19, 193-210

2022

323 Moshnenko, N.; Kazantsev, A.; Bakulina, O.; Dar'in, D.; Krasavin, M. The Use of Aryl-Substituted Homophthalic Anhydrides in the Castagnoli–Cushman Reaction Provides Access to Novel Tetrahydroisoquinolone Carboxylic Acid Bearing an All-Carbon Quaternary Stereogenic Center. Molecules 2022, 27, 8462
322 Lebedev, R.; Dar'in, D.; Kantin, G.; Bakulina, O.; Krasavin, M. One-pot sequence of Staudinger/aza-Wittig/Castagnoli-Cushman reactions provides facile access to novel natural-like polycyclic ring system. Molecules 2022, 27, 8130
321 Paramonova, P.; Lebedev, R.; Bakulina, O.; Dar'in, D.; Krasavin, M. In situ generation of imines by Staudinger/aza-Wittig tandem combined with thermally induced Wolff rearrangement for one-pot three-component β-lactam synthesis. Org. Biomol. Chem. 2022, 20, 9679-9683
320 Vepreva, A.; Yanovich, A.; Dar'in, D.; Kantin, G.; Bunev, A.; Krasavin, M. Novel spirocyclic scaffold accessed via tandem Claisen rearrangement – intramolecular oxa-Michael addition. Beilstein J. Org. Chem. 2022, 18, 1649-1655
319 Malkova, K.; Bubyrev, A.; Krivovicheva, V.; Dar'in, D.; Bunev, A.; Krasavin, M. Novel Bis-Triazole Scaffold Accessed via Two Tandem [3+2] Cycloaddition Events Including an Uncatalyzed, Room-Temperature Azide-Alkyne Click Reaction. Beilstein J. Org. Chem. 2022, 18, 1636–1641
318 Krasavin, M.; Lukin, A.; Sukhanov, I.; Gerasimov, A.; Kuvarzin, S.; Efimova, E. V.; Dorofeikova, M.; Nichugovaskaya, A.; Matveev, A.; Onokhin, K.; Zakharov, K.; Gureev, M.; Gainetdinov, R. R. Discovery of Trace Amine Associated Receptor 1 (TAAR1) Ag-onist 2-(5-(4'-Chloro-[1,1'-biphenyl]-4-yl)-4H-1,2,4-triazol-3-yl)ethan-1-amine (LK00764) for the Treatment of Psychotic Disorders. Biomolecules 2022, 12, 1650
317 Krivovicheva, V.; Bubyrev, A.; Kalinin, S.; Dar'in, D.; Krasavin, M. Synthetic Exploration of Novel Sulfamoyl Cyanide N-Oxides in Heterocycle Synthesis. Eur. J. Org. Chem. 2022, e202201162
316 Malkova, K.; Bubyrev, A.; Balalaie, S.; Dar'in, D.; Krasavin, M. Metal-free synthetic approaches to 1,5-disubstituted 1,2,3-triazoles. Tetrahedron Lett. 2022, 112, 154228
315 Guranova, N.; Yakovleva, L.; Bakulina, O.; Dar'in, D.; Krasavin, M. Extending the scope of the new variant of the Castagnoli-Cushman cyclocondensation onto o-methyl benzoic acids bearing various electron-withdrawing groups in the α-position. Molecules 2022, 27, 7211
314 Bannykh, A.; Levashova, E.; Bakulina, O.; Krasavin, M. New Reagent Space and New Scope for the Castagnoli-Cushman Reaction of Oximes. Org. Biomol. Chem. 2022, 20, 8643–8648
313 Krasavin, M.; Peshkov, A. A.; Lukin, A.; Komarova, K.; Vinogradova, L.; Smirnova, D.; Kanov, E. V.; Kuvarzin, S. R.; Murtazina, R. Z.; Efimova, E. V.; Gureev, M.; Onokhin, K.; Zakharov, K.; Gainetdinov, R. R. Discovery and In Vivo Efficacy of Trace Amine-Associated Receptor 1 (TAAR1) Agonist 4-(2-Aminoethyl)-N-(3,5-dimethylphenyl)piperidine-1-carboxamide Hydrochloride (AP163) for the Treatment of Psychotic Disorders. Int. J. Mol. Sci. 2022, 23, 11579
312 Lavit, K.; Sapegin, A.; Linnik, S.; Ryazantsev, M.; Krasavin, M. Steric Push Towards the [n+3] Hydrated Imidazoline Ring Expansion (HIRE) of Dibenzo[1.4]oxazepines and Thiazepines. Eur.J. Org.Chem. 2022, e202200818
311 Sapegin, A.; Rogacheva, E.; Kraeva.; Gureev, M.; Dogonadze, M.; Vinogradova, T.; Yablonsky, P.; Balalaie, S.; Baykov, S. V.; Krasavin, M. Novel 5-Nitrofuran-Tagged Imidazo-Fused Azines and Azoles Amenable by the Groebke-Blackburn-Bienaymé Multicomponent Reaction: Activity Profile against ESKAPE Pathogens and Mycobacteria. Biomedicines 2022, 10, 2203
310 Lukin, A.; Chudinov, M.; Rogacheva, E.; Kraeva, L.; Bakulina, O.; Krasavin, M. Exploration of spirocyclic derivatives of ciprofloxacin as antibacterial agents. Molecules 2022, 27, 4864
309 Barkhatova, D.; Zhukovsky, D.; Heim, D.; Maiwald, S.; Hartmann, M. D.; Krasavin, M. Synthesis of novel glutarimide derivatives via the Ugi multicomponent reaction: affinity towards the E3 ubiquitin ligase substrate receptor Cereblon. Mendeleev Commun. 2022, 32, 747-749
308 Dar'in, D.; Kantin, G.; Bunev, A.; Krasavin, M. Facile and Diastereoselective Arylation of the Privileged 1,4-Dihydroisoquinolin-3(2H)-one Scaffold. Beilstein J. Org. Chem. 2022, 18, 1070-1078
307 Kazantsev, A.; Bakulina, O.; Dar'in, D.; Kantin, G.; Bunev, A.; Krasavin, M. Unexpected Ring Contraction of Homophthalic Anhydrides Under Diazo Transfer Conditions. Org. Lett. 2022, 24, 4762-4765
306 Bakulina, O.; Bannykh, A.; Levashova, E.; Krasavin, M. Conjugates of Iron-Transporting N-Hydroxylactams with Ciprofloxacin. Molecules 2022, 27, 3910
305 Bakulina, O.; Sapegin, A.; Bunev, A.; Krasavin, M. Synthetic Approaches to Constructing Proteolysis Targeting Chimeras (PROTACs). Mendeleev Commun. 2022, 32, 419-432
304 Zhukovsky, D.; Kanov, E.; Gainetdinov, R.; Krasavin, M. Synthesis of a Library of 2-Aryl-2H-tetrazole-5-carboxamides for Photoaffinity Labeling of Aminergic G-Protein Coupled Receptors. Mendeleev Commun. 2022, 32, 604–605
303 Gapanenok, D.; Makhmet, A. Peshkov, A. A.; Smirnova, D.; Amire, N.; Peshkov, V. A.; Spiridonova, D.; Dar'in, D.; Balalaie, S.; Krasavin, M. Multicomponent Assembly of Trisubstituted Imidazoles and Their Photochemical Cyclization into Fused Polyheterocyclic Scaffolds. J. Org. Chem. 2022, 87, 7838-7851
302 Vepreva, A.; Bunev, A. S.; Kudinov, A. Yu.; Kantin, G.; Krasavin, M.; Dar'in, D. Unusual Highly Diastereoselective Rh(II)-catalyzed Dimerization of Diazo Arylidene Succinimides Provides Access to New Dibenzazulene Scaffold. Beilstein J. Org. Chem. 2022, 18, 533–538
301 Krasavin, M.; Jovanović, M.; Podolski-Renić, A.; Pešić, M. The role of the thioredoxin detoxification system in cancer progression and resistance. Front. Mol. Biosci. 2022, 8, 883297
300 Ananeva, A.; Bakulina, O.; Dar'in, D.; Kantin, G.; Krasavin, M. Dicarboxylic Acid Monoesters in β- and δ-Lactam Synthesis. Molecules 2022, 27, 2469
299 Kalinin, S.; Kovalenko, A.; Valtari, A.; Nocentini, A.; Gureev, M.; Urtti, A.; Korsakov, M.; Supuran, C. T.; Krasavin, M. 5-(Sulfamoyl)thien-2-yl 1,3-Oxazole Inhibitors of Carbonic Anhydrase II with Hydrophilic Periphery. J. Enzyme Inhib. Med. Chem. 2022, 37, 1005-1011
298 Krasavin, M.; Shetnev, A.; Panova, V.; Ivanovskyi, S.; Kalinin, S.; Vinogradova, T.; Sharoyko, V.; Yablonsky, P. Hetaryl- and heteroarylvinyl-substituted nitrofurans identified as non-cytotoxic selective antitubercular agents. Mendeleev Commun. 2022, 32, 452-453
297 Zhukovsky, D.; Dar'in, D.; Bakulina, O. Krasavin, M. Preparation and synthetic applications of five-to-seven-membered cyclic α-diazo monocarbonyl compounds. Molecules 2022, 27, 2030
296 Grintsevich, S.; Sapegin, A.; Krasavin, M. Heteroatom is not needed: access to dibenzo[e,h][1,4]diazecin-9-ones from dibenzo[b,e]azepin-6-one via the hydrated imidazoline ring expansion (HIRE) approach. Tetrahedron Lett. 2022, 94, 153718
295 Sharonova, T.; Zhmurov, P.; Kalinin, S.; Nocentini, A.; Angeli, A.; Ferraroni, M.; Korsakov, M.; Supuran, C.; Krasavin, M. Diversely Substituted Sulfamides for Fragment-Based Drug Discovery of Carbonic Anhydrase Inhibitors: Synthesis and Inhibitory Profile. J. Enzyme Inhib. Med. Chem. 2022, 37, 857–865
294 Chupakhin, E. G.; Krasavin, M. Natural compounds as inhibitors of thioredoxin reductase (TrxR1). Russ. Chem. Bull. 2022, 71, 443–448
293 Chupakhin, E. G.; Kantin, G. P.; Dar’in, D. D.; Krasavin, M. Novel chromeno[2,3-c]pyrroles synthesized via intramolecular rhodium(II) carbene trapping. Mendeleev Commun. 2022, 32, 382-383
292 Geyl, K. K.; Baykov, S. V.; Kalinin, S. A.; Bunev, A. S.; Troshina, M. A.; Sharonova, T. V.; Skripkin, M. Y.; Kasatkina, S. O.; Presnukhina, S. I.; Shetnev, A. A.; Krasavin, M. Y.; Boyarskiy, V. P. Synthesis, structure, and antiproliferative action of 2-pyridyl urea-based Cu(II) complexes. Biomedicines 2022, 10, 461
291 Guranova, N.; Bakulina, O.; Dar'in D.; Kantin, G.; Krasavin, M. Homophthalic Esters: A New Type of Reagents for the Castagnoli-Cushman Reaction. Eur. J. Org. Chem. 2022, e202101281
290 Paramonova, P.; Bakulina, O.; Nabiyev, A.; Dar'in, D.; Krasavin, M. The Castagnoli-Cushman reaction of 3-aryl glutaric acids: a convenient, diastereoselective entry into medicinally important 6-oxo-2,4-diarylpiperidine-3-carboxylic acid scaffold. ChemistrySelect 2022, 7, e202104011
289 Zhukov, A. S.; Khairutdinov, V. R.; Samtsov, A. V.; Krasavin, M.; Garabadzhiu, A. V. Preclinical Efficacy Investigation of Human Neutrophil Elastase Inhibitor Sivelestat in Animal Model of Psoriasis. Skin Health Dis. 2022, 2, e90
288 Grintsevich, S.; Sapegin, A.; Krasavin, M. Significant Broadening of the Substrate Scope for the Hydrated Imidazoline Ring Expansion (HIRE) via the Use of Lithium Hexamethyldisylazide. Synthesis 2022, 54, 2494-2510
287 Vepreva, A.; Kantin, G.; Krasavin, M.; Dar'in. A General Way to Spiro-Annulated 2-Benzoxepines via Rh2(esp)2-catalyzed [5+2] Cycloaddition of Diazo Arylidene Succinimides to Ketones. Synthesis 2022, 54, 5128-5138
286 Peshkov, A. A.; Makhmet, A.; Bakulina, O.; Kanov, E.; Gainetdinov, R.; Peshkov, V. A.; Dar'in, D.; Krasavin, M. A general approach to spirocyclic piperidines via Castagnoli-Cushman chemistry. Synthesis 2022, 54, 2604-2615
285 Paramonova, P.; Sharonova, S.; Kalinin, S.; Chupakhin, E.; Bunev, A.; Krasavin, M. (E)-3-Arylidene-4-diazopyrrolidine-2,5-diones conveniently elaborated into cytotoxic compounds bearing a primary sulfonamide and a Michael acceptor moieties. Mendeleev Commun. 2022, 32, 176-177
284 Krasavin, M.; Bubyrev, A.; Kazantsev, A.; Heim, C.; Maiwald,S.; Zhukovsky, D.; Dar'in, D.; Hartmann, M. D.; Bunev, A. Replacing the Phthalimide Core in Thalidomide with Benzotriazole. J. Enzyme Inhib. Med. Chem. 2022, 37, 527-530
283 Kazantsev, A.; Krasavin, M. Ligands for Cereblon: 2017–2021 Patent Overview. Exp. Opin. Ther. Pat. 2022, 32, 171-190
282 Grintsevich, S.; Sapegin, A.; Duszyńska, B.; Bojarski, A. J.; Krasavin, M. An attempt at the hydrated imidazoline ring expansion (HIRE) of diarene-fused [1,4]diazepinones delivers selective dopamine D2 receptor ligands. Synthesis 2022, 54, 658-666
281 Firsov, A.; Bakulina, O.; Dar´in, D.; Sokolov, V.; Krasavin, M. Synthesis of γ-sultam-annelated δ-lactams via the Castagnoli-Cushman reaction of sultam-based dicarboxylic acids. J. Org. Chem. 2022, 87, 1537-1540

2021

280 Kalinin, S.; Malkova, A.; Sharonova, T.; Sharoyko, V.; Bunev, A.; Supuran, C. T.; Krasavin, M. Carbonic anhydrase IX inhibitors as candidates for combination therapy of solid tumors. Int. J. Mol. Sci. 2021, 22, 13405
279 Budeev, A.; Kantin, G.; Dar'in, D.; Krasavin, M. Ugi reaction-derived 1H-pyrrol-2(5H)-ones proved as valid precursors to a new class of heterocyclic α-diazocarbonyl compounds. Tetrahedron Lett. 2021, 89, 153598
278 Levashova, E.; Bakulina, O.; Dar'in, D.; Krasavin, M. Catalyst-Free Synthesis of Diastereomerically Pure 3-Cyanoazetidin-2-ones via Thermally Promoted Tandem Wolff Rearrangement–Staudinger [2+2] Cycloaddition. ChemistrySelect 2021, 6, 13582-13588
277 Bubyrev, A.; Malkova, K.; Kantin, G.; Dar´in, D.; Krasavin, M. Metal-free synthesis of 1,5-disubstituted 1,2,3-triazoles. J. Org. Chem. 2021, 86, 17516-17522
276 Krasavin, M.; Dar'in, D.; Balalaie, S. Post-condensational modifications of the Groebke‐Blackburn‐Bienaymé reaction products for scaffold-oriented synthesis. Tetrahedron Lett. 2021, 86, 153521
275 Bakulina, O.; Inyutina, A.; Dar'in, D.; Krasavin, M. Multicomponent Reactions Involving Diazo Reagents: A 5-Year Update. Molecules 2021, 26, 6563
274 Chupakhin, E.; Bakulina, O.; Dar'in, D.; Krasavin, M. Facile entry into the 1H-pyrrolo[3,4-b]indolizine-1,3(2H)-dione scaffold via intramolecular Rh(II) carbene trapping. Tetrahedron Lett. 2021, 85, 153467
273 Nayebzadeh, B.; Amiri, K.; Khosravi, H.; Mirzaei, S.; Rominger, F.; Dar’in, D.; Krasavin, M.; Bijanzadeh, H. R.; Balalaie, S. Synthesis of Spiro[chromene-imidazo[1,2-a]pyridin]-3'-imines via 6-exo-dig Cyclization Reaction. J. Org. Chem. 2021, 86, 13693-13701
272 Inyutina, A.; Kantin, G.; Dar´in, D.; Krasavin, M. Diastereoselective Formal [5+2] Cycloaddition of Diazo Arylidene Succinimides-Derived Rhodium Carbenes and Aldehydes: A Route to 2-Benzoxepines. J. Org. Chem. 2021, 86, 13673-13683
271 Bubyrev, A.; Adamchik, M.; Dar´in, D.; Kantin, G.; Krasavin, M. Metal-Free Three-Component Synthesis of 1,2,3-Triazoline-4-Sulfonamides. J. Org. Chem. 2021, 86, 13454-13464
270 Safrygin, A.; Zhmurov, P.; Dar'in, D.; Silonov, S.; Kasatkina, M.; Zonis, Y.; Gureev, M.; Krasavin, M. 1-Oxo-3,4-dihydroisoquinoline-4-carboxamides as novel druglike inhibitors of poly(ADP-ribose) polymerase (PARP) with favorable ADME characteristics. J. Enzyme Inhib. Med. Chem. 2021, 36, 1968-1983
269 Safrygin, A.; Zhmurov, P.; Dar'in, D.; Silonov, S.; Kasatkina, M.; Zonis, Y.; Gureev, M.; Krasavin, M. Three-component Castagnoli-Cushman reaction with ammonium acetate delivers 2-unsubstituted isoquinol-1-ones as potent inhibitors of poly(ADP-ribose) polymerase (PARP). J. Enzyme Inhib. Med. Chem. 2021, 36, 1916-1921
268 Pilipenko, I.; Korzhikov-Vlakh, V.; Valtari, A.; Anufrikov, Y.; Kalinin, S.; Ruponen, M.; Krasavin, M.; Urtti, A.; Tennikova, T. Mucoadhesive properties of nanogels based on stimuli-sensitive glycosaminoglycan-graft-pNIPAAm copolymers. Int. J. Biol. Macromol. 2021, 186, 8644-872
267 Solovyev, I.; Dar'in, D.; Krasavin, M. Novel 3,4-dihydro-1,4-oxazine (dehydromorpholine) sulfonamides and sulfones conveniently accessed from suitable alpha-diazoketones via O—H carbene insertion – Cyclization sequence. Tetrahedron Lett. 2021, 78, 153269
266 Lukin, A.; Bakholdina, A.; Chudinov, M.; Onopchenko, O.; Zhuravel, E.; Zozulya, S.; Gureev, M.; Krasavin, M. Strained contacts with the cell membrane may influence ligand affinity to G protein coupled receptors: a case of free fatty acid receptor 1 agonists. J. Enzyme Inhib. Med. Chem. 2021, 36, 1651-1658
265 Krasavin, M.; Zhukovsky, D.; Solovyev, I.; Barkhatova, D.; Dar’in, I.; Frank, D.; Martinelli, G.; Weizel, L.; Proschak, A.; Rotter, M.; Kramer, J. S.; Brunst, S.; Wichelhaus, T. A.; Proschak, E.* RhII-Catalyzed De-symmetrization of Ethane-1,2-dithiol and Propane-1,3-dithiol Yields Metallo-β-lactamase Inhibitors, ChemMedChem 2021, 16, 3410-3417. Nominated VERY IMPORTANT PAPER. JORNAL COVER
264 Guranova, N.; Dar'in, D.; Kantin, G.; Krasavin, M. Oxonium ylides generated from 1,4-disubstituted α-diazo glutaconimides: a rich source of diverse oxygen heterocyclic frameworks. Eur. J. Org. Chem. 2021, 3411-3420
263 Dar'in, D.; Kantin, G.; Kalinin, S.; Sharonova, T.; Bunev, A.; Ostapenko, G. I.; Nocentini, A.; Sharoyko, V.; Supuran, C. T.; Krasavin, M. Investigation of 3-sulfamoyl coumarins against cancer-related IX and XII isoforms of human carbonic anhydrase as well as cancer cells leads to the discovery of 2-oxo-2H-benzo[h]chromene-3-sulfonamide – a new caspase-activating proapoptotic agent. Eur. J. Med. Chem. 2021, 222, 113589
262 Inyutina, A.; Dar'in, D.; Kantin, G.; Krasavin, M. Tricyclic 2-Benzazepines Obtained via an Unexpected Cyclization Involving Nitrilium Ylides. Org. Biomol. Chem. 2021, 19, 5068-5071
261 Supuran, C. T.; Nocentini, A.; Yakubova, E.; Savchuk, N.; Kalinin, S.; Krasavin, M. Biochemical profiling of anti-HIV prodrug Elsulfavirine (Elpida®) and its active form VM1500A against a panel of twelve human carbonic anhydrase isoforms. J. Enzyme Inhib. Med. Chem. 2021, 36, 1056-1060
260 Budeev, A.; Kantin, G.; Dar'in, D.; Krasavin, M. Diazocarbonyl and Related Compounds in the Synthesis of Azoles. Molecules 2021, 26, 2530
259 Dar'in, D.; Kantin, G.; Chupakhin, E.; Sharoyko, V.; Krasavin, M. Natural-like Spirocyclic Δα,β-Butenolides Obtained from Diazo Homophthalimides. Chem. Eur. J. 2021, 27, 8221-8227
258 Sapegin, A. V.; Peshkov, A. A.; Kanov, E. V.; Gainetdinov, R. R.; Duszyńska, B.; Bojarski, A. J.; Krasavin, M. Novel medium-sized di(het)areno-fused 1,4,7-(oxa)thiadiazecines as probes for aminergic receptors. Mendeleev Commun. 2021, 31, 501-503
257 Guranova, N.; Golubev, P.; Bakulina, O.; Dar'in, D.; Kantin, G.; Krasavin, M. Unexpected formal [4+2]-cycloaddition of chalcone imines and homophthalic anhydrides: preparation of dihydropyridin-2(1H)-ones. Org. Biomol. Chem. 2021, 19, 3829-3833
256 Levashova, E.; Firsov, A.; Bakulina, O.; Peshkov, A.; Kanov, E.; Gainetdinov, R. R.; Krasavin, M. Rare cis-configured 2,4-disubstituted-1-alkylpiperidines synthesized and tested against trace-amine-associated receptor 1 (TAAR1). Mendeleev Commun. 2021, 31, 488-489
255 Reutskaya, E.; Sapegin, A.; Peintner, S.; Erdélyi, M.; Krasavin, M. Sulfur Oxidation Increases the Rate of HIRE-type [1.4]Thiazepinone Ring Expansion and Influences the Conformation of a Medium-Sized Heterocyclic Scaffold. J. Org. Chem. 2021, 86, 5778-5791
254 Chupakhin, E.; Krasavin, M. Thioredoxin reductase inhibitors: updated patent review (2017-present). Exp. Opin. Ther. Pat. 2021, 31, 745-758
253 Kazantsev, A.; Zhukovsky, D.; Bubyrev, A.; Dar'in, D.; Krasavin, M. Fluorination of α-diazo-γ-lactams with the Olah reagent. Tetrahedron Lett. 2021, 69, 152969
252 Sharonova, T.; Paramonova, P.; Kalinin, S.; Bunev, A.; Gasanov, R. E.; Nocentini, A.; Sharoyko, V.; Tennikova, T. B.; Dar'in, D.; Supuran, C. T.; Krasavin, M. Insertion of Metal Carbenes Into the Anilinic N–H Bond of Unprotected Aminobenzenesulfonamides Delivers Low Nanomolar Inhibitors of Human Carbonic Anhydrase IX and XII isoforms. Eur. J. Med. Chem. 2021, 218, 113352
251 Kalinin, S.; Vedekhina, T.; Paramonova, P.; Krasavin, M. Antimicrobial activity of 5-membered nitroheteroaromatic compounds beyond nitrofurans and nitroimidazoles: recent progress. Curr. Med. Chem. 2021, 28, 5926-5982
250 Peshkov, A. A.; Bakulina, O.; Dar'in, D.; Kantin, G.; Bannykh, A.; Peshkov, V. A.; Krasavin, M. Three-component Castagnoli-Cushman reaction of 3-arylglutaconic acid anhydrides, carbonyl compounds and ammonium acetate: a quick and flexible way to assemble polysubstituted NH-δ-lactams. Eur. J. Org. Chem. 2021, 1726–1731. COVER FEATURE
249 Klochkova, A.; Bubyrev, A.; Dar'in, D. Bakulina, O.*; Krasavin, M.; Sokolov, V. Straightforward Route to γ-Sultams via Novel Tandem SN/Michael Addition. Synthesis 2021, 53, 1795-1804
248 Budeev, A. V.; Kantin, G. P.; Dar'in, D.; Krasavin, M. Continued exploration of trifunctional alkyl 4-chloro-2-diazo-3-oxobutanoates: streamlined entry into [1,2,3]triazolo[5,1-c][1,4]benzoxazines and [1,2,3]triazolo[5,1-c][1,4]benzoxazepines. Synthesis 2021, 53, 2155-2166
247 Chupakhin, E. G.; Kantin, G. P.; Dar'in, D. V.; Krasavin, M. Convenient preparation of (E)-3-arylidene-4-diazopyrrolidine-2,5-diones in array format. Mendeleev Commun. 2021, 31, 36-38
246 Chupakhin, E.; Gecht, M.; Ivanov, A.; Kantin, G.; Dar'in, D.; Krasavin, M. (E)-3-Arylidene-4-diazopyrrolidine-2,5-diones: preparation and use in RhII-catalyzed X–H insertion reactions towards novel, medicinally important Michael acceptors. Synthesis 2021, 53, 1292-1300
245 Solovyev, I.; Eremeyeva, M.; Zhukovsky, D.; Dar'in, D.; Krasavin, M. Cyclic diazo compounds in the construction of spirocyclic scaffolds. Tetrahedron Lett. 2021, 62, 152671
244 Burianova, V.; Kalinin, S.; Krasavin, M.; Supuran, C. T. Radiotracers for positron emission tomography (PET) targeting tumour-associated carbonic anhydrase isoforms. Eur. J. Med. Chem. 2021, 213, 113046
243 Bubyrev, A.; Kantin, G.; Dar'in, D.; Krasavin, M. CH-Diazomethane sulfonamides generated in situ for intramolecular [3+2] cycloaddition of alkynes: an entry into novel pyrazole-fused five-membered sultams. Synthesis 2021, 53, 1434-1442 (Featured Article)
242 Hiesinger, K.; Dar'in, D.; Proschak, E.; Krasavin, M. Spirocyclic Scaffolds in Medicinal Chemistry. J. Med. Chem. 2021, 64, 150–183
241 Guranova, N.; Kantin, G.; Dar'in, D.; Krasavin, M. Diazo glutaconimides: an unexplored type of heterocyclic α-diazocarbonyl compounds conveniently evolved into pyridine-2,6(1H,3H)-diones and oxazolo[5,4-b]pyridin-5(4H)-ones. Eur. J. Org. Chem. 2021, 623-631
240 Lukin, A.; Bakholdina, A.; Zhurilo, N.; Onopchenko, O.; Zhuravel, E.; Zozulya, S.; Gureev, M.; Safrygin, A.; Krasavin, M. Exploration of nitrogen heterocyclic periphery around the core of advanced FFA1 agonist fasiglifam (TAK-875). Arch. Pharm. 2021, 354, 2000275

2020

239 Dar'in, D.; Kantin, G.; Bakulina, O.; Inyutina, A.; Chupakhin, E.; Krasavin, M. Spirocyclizations involving oxonium ylides derived from cyclic α-diazocarbonyl compounds: an entry into 6-oxa-2-azaspiro[4.5]decane scaffold. J. Org. Chem. 2020, 85, 15586-15599
238 Rashevskii, A.; Bakulina, O.; Novikov, M. S.; Dar'in, D.; Krasavin, M. When periphery matters: enhanced reactivity of 8-oxa-1,4-dithiaspiro[4.5]decane-7,9-dione and 9-oxa-1,5-dithiaspiro[5.5]undecane-8,10-dione in the Castagnoli-Cushman reaction with imines. Tetrahedron Lett. 2020, 61, 152658
237 Chuprun, S.; Dar'in, D.; Rogacheva, E.; Kraeva, L.; Levin, O.; Manicheva, O.; Dogonadze, M.; Vinogradova, T.; Bakulina, O.; Krasavin, M. Mutually isomeric 2- and 4-(3-nitro-1,2,4-triazol-1-yl)pyrimidines inspired by an antimycobacterial screening hit: synthesis and biological activity against the ESKAPE panel of pathogens. Antibiotics 2020, 9, 666
236 Jovanović, M.; Dragoj, M.; Zhukovsky, D.; Dar'in, D.; Krasavin, M.; Pešić, M.; Podolski-Renic, A. Novel TrxR1 inhibitors show potential for glioma treatment by suppressing the invasion and sensitizing glioma cells to chemotherapy.Front. Mol. Biosci. 2020, 7, 586146
235 Lavit, K.; Reutskaya, E.; Grintsevich, S.; Sapegin, A.; Krasavin, M. Zooming in on the hydrated imidazoline ring expansion: factors influencing the rate of N→N′ aroyl migration in N-aroyl-N-(hetero)aryl ethylenediamines. Tetrahedron Lett. 2020, 61, 152423
234 Safrygin, A.; Dar'in, D.; Bakulina, O.; Krasavin, M. Synthesis of spirocyclic tetrahydroisoquinolines (spiro-THIQs) via the Castagnoli-Cushman reaction. Tetrahedron Letters 2020, 61, 152408
233 Solovyev, I. V.; Zhukovsky, D. D.; Dar'in, D. V.; Krasavin, M. Yu. N-Alkylation of nitrogen heterocycles with α-diazocarbonyl compounds. Chem. Heterocycl. Comp. 2020, 56, 809-813
232 Levashova, E. Yu.; Zhukovsky, D. D.; Dar'in, D. V.; Krasavin, M. Yu. Synthesis of pyrazoles from α-diazo-β-ketosulfones and α-diazo-β-ketophosphonates Chem. Heterocycl. Comp. 2020, 56, 806-808
231 Krasavin, M.; Kalinin, S.; Sharonova, T.; Supuran, C. T. Inhibitory activity against carbonic anhydrase IX and XII as a candidate selection criterion in the development of new anticancer agents. J. Enzyme Inhib. Med. Chem. 2020, 35, 1555-1561
230 Burianova, V.; Dar'in, D.; Krasavin, M. Direct conversion of diazo compounds to fluoro derivatives. Tetrahedron Lett. 2020, 61, 152255 (Invited Digest Article)
229 Golubev, P.; Guranova, N.; Krasavin, M. 1,3,5-Triazinanes as formaldimine surrogates in the Ugi reaction. Eur. J. Org. Chem. 2020, 4517-4520
228 Dmitriev, V.; Vedekhina, T.; Sapegin, A.; Krasavin, M. Convenient Assembly of Privileged (Hetero)Arene-Fused Benzo[1.4]oxazepines via Two Tandem SNAr Events. Part 3 – (Hetero)arene-fused benzo[f]imidazo[1,2-d][1,4]oxazepines. ChemistrySelect 2020, 5, 7873-7879
227 Grintsevich, S.; Sapegin, A.; Reutskaya, E.; Peintner, S.; Erdélyi, M.; Krasavin, M. An alternative approach to the hydrated imidazoline ring expansion (HIRE) of diarene-fused [1.4]oxazepines. Eur. J. Org. Chem. 2020, 5664-5676 JOURNAL COVER
226 Inyutina, A.; Chupakhin, E.; Dar'in, D.; Krasavin, M. A novel approach to substituted α-carbamoyl phosphonates — useful reagents for the Horner-Wadsworth-Emmons olefination. Synlett 2020, 31, 1487-1490
225 Synofzik, J.; Bakulina, O.; Balabas, O.; Dar'in, D.; Krasavin, M. Catalyst-free synthesis of diastereomerically pure 3-sulfonylazetidin-2-ones via the microwave-assisted tandem Wolff rearrangement–Staudinger cycloaddition. Synthesis 2020, 52, 3029-3035
224 Levashova, E.; Bakulina, O.; Dar'in, D.; Bubyrev, A.; Chuprun, S.; Krasavin, M. From rare reagents to rare products: regiospecific silver-catalyzed [3+2] cycloaddition of aryl-, alkyl- and aminosulfonyl diazomethanes with arenediazonium tosylates. Eur. J. Org. Chem. 2020, 4239-4242
223 Synofzik, J.; Bakuina, O.; Dar'in, D.; Kantin, G.; Krasavin, M. Dialkyl diazomalonates in transition-metal-free, thermally promoted, diastereoselective Wolff β-lactam synthesis. Synlett 2020, 31, 1273-1276
222 Kryukova, M. A.; Sapegin, A. V.; Novikov, A. S.; Krasavin, M.; Ivanov, D. M. New Crystal Forms for Biologically Active Compounds. Part 2: Anastrozole as N-substituted 1,2,4-Triazole in Halogen Bonding and Lp-π Interactions with 1,4-Diiodotetrafluorobenzene. Crystals 2020, 10, 371
221 Bubyrev, A.; Dar'in, D.; Kantin, G.; Krasavin, M. Synthetic studies towards CH-diazomethane sulfonamides: a novel type of diazo reagents. Eur. J. Org. Chem. 2020, 4112-4115. VERY IMPORTANT PAPER JOURNAL COVER
220 Firsov, A.; Bakulina, O.; Dar'in, D.; Guranova, N.; Krasavin, M. Further Insight into the Castagnoli–Cushman-type Synthesis of 1,4,6-Trisubstituted 1,6-Dihydropyridin-2-(3H)-ones from 3-Arylglutaconic Acid Anhydrides. J. Org. Chem. 2020, 85, 6822-6829
219 Karchuganova, E.; Bakulina, O.; Dar'in, D.; Krasavin, M. Two annulated azaheterocyclic cores readily available from a single tetrahydroisoquinolonic Castagnoli-Cushman precursor. Molecules 2020, 25, 2049
218 Chizhova, M. E.; Dar'in, D. V.; Krasavin, M. The Castagnoli–Cushman reaction of bicyclic pyrrole dicarboxylic anhydrides bearing electron-withdrawing substituents. Mendeleev. Commun. 2020, 30, 496-497
217 Bakholdina, A.; Lukin, A.; Bakulina, O.; Guranova, N.; Krasavin, M. Dual use of propargylamine building blocks in the construction of polyheterocyclic scaffolds. Tetrahedron Lett. 2020, 61, 151970
216 Kuranov, S. O.; Luzina, O. A.; Onopchenko, O.; Pishel, I.; Zozulya, S.; Gureev, M.; Salakhutdinov, N. F.; Krasavin, M. Exploring bulky natural and natural-like periphery in the design of p-(benzyloxy)phenylpropionic acid agonists of free fatty acid receptor 1 (GPR40). Bioorg. Chem. 2020, 99, 103830
215 Dar'in, D.; Kantin, G.; Bakulina, O.; Krasavin, M. Facile one-pot access to α-diazo-β-ketosulfones from sulfonyl chlorides and α-haloketones. Synthesis 2020, 52, 2259-2266
214 Safrygin, A.; Bakulina, O.; Dar'in, D.; Krasavin, M. Three-component reaction of homophthalic anhydride with carbonyl compounds and ammonium acetate: new developments. Synthesis 2020, 52, 2190-2195
213 Eremeyeva, M.; Zhukovsky, D.; Dar'in, D.; Krasavin, M. Preparation and in situ use of unstable N-alkyl α-diazo-γ-butyrolactams in RhII-catalyzed X-H insertion reactions. Beilstein J. Org. Chem. 2020, 16б, 607-610
212 Shevalev, R. M.; Zhmurov, P. A.; Dar'in, D. V.; Krasavin, M. Taking diazo transfer to water: α-diazo carbonyl compounds from in situ generated mesyl azide. Mendeleev Commun. 2020, 30, 372-373
211 Eremeyeva, M.; Zhukovsky, D.; Dar’in, D.; Krasavin. M. The use of α-diazo-γ-butyrolactams in the Büchner-Curtius-Schlotterbeck reaction of cyclic ketones opens new entry to spirocyclic pyrrolidones. Synlett 2020, 31, 982–986
210 Zhmurov, P. A.; Dar’in, D. V.; Bakulina, O. Yu.; Krasavin, M. One-pot preparation of methyl α-diazo-β-oxopropionates involving an aqueous ‘Sulfonyl-Azide-Free’ (SAFE) diazo transfer step. Mendeleev Commun. 2020, 30, 311-312
209 Krasavin, M.; Sharonova, T.; Sharoyko, V.; Zhukovsky, D.; Kalinin, S.; Žalubovskis, R.; Tennikova, T.; Supuran, C. T. Combining carbonic anhydrase and thioredoxin reductase inhibitory motifs within a single molecule dramatically increases its cytotoxicity. J. Enzyme Inhib. Med. Chem. 2020, 35, 665-671
208 Zhukovsky, D.; Dar'in, D.; Krasavin, M. tert-Butyl 3-diazo-2-oxopyrrolidine-1-carboxylate – a new reagent for introduction of the privileged 2-oxopyrrolidin-3-yl motif via RhII-catalyzed X-H insertion reactions. Eur. J. Org. Chem. 2020, 2013-2018 JOURNAL COVER
207 Jovanović, M.; Zhukovsky, D.; Podolski-Renić, A.; Žalubovskis, R.; Dar’in, D.; Sharoyko, V.; Tennikova, T.; Pešić, M.; Krasavin, M. Further exploration of DVD-445 as a lead thioredoxin reductase (TrxR) inhibitor for cancer therapy: optimization of potency and evaluation of anticancer potential. Eur. J. Med. Chem. 2020, 191, 112119
206 Chupakhin, E.; Babich, O.; Prosekov, A.; Asyakina, L.; Gureev, M.; Krasavin, M. Plants of the Russian Federation Pharmacopeia: an unexhausted natural products research opportunity? Nat. Prod. Res. 2021, 35, 3525-3527, DOI: 10.1080/14786419.2020.1727474
205 Pustenko, A.; Nocentini, A.; Balašova, A.; Krasavin, M.; Žalubovskis, R.; Supuran, C. T. 7-Acylamino-3H-1,2-benzoxathiepine 2,2-dioxides as new isoform-selective carbonic anhydrase IX and XII inhibitors. J. Enzyme Inhib. Med. Chem. 2020, 35, 650-656
204 Bolotin , D. S.; Soldatova, N. S.; Demakova, M. Ya.; Novikov A. S.; Ivanov, D. M.; Aliyarova, I. S.; Sapegin, Krasavin, M. Pentacoordinated Silver(I) Complex Featuring 8-Phenylquinoline Ligands: Interplay of Coordination Bonds, Semicoordination, and Stacking Interactions. Inorg. Chim. Acta 2020, 504, 119453
203 Dar'in, D.; Khoroshilova, O.; Kantin, G.; Krasavin, M. Realizing the trifunctional potential of alkyl 4-chloro-2-diazo-3-oxobutanoates: convenient assembly of 6,7-dihydro-4H-[1,2,3]triazolo[5,1-c][1,4]thiazine core. Synthesis 2020, 52, 1266-1272
202 Krasavin, M.; Žalubovskis, R.; Grandāne, A.; Domračeva, I.; Zhmurov, P.; Supuran, C. T. Sulfocoumarins as dual inhibitors of human carbonic anhydrase isoforms IX/XII and of human thioredoxin reductase. J. Enzyme Inhib. Med. Chem. 2020, 35, 506-510
201 Chuprun, S.; Dar'in, D.; Kantin, G.; Zhmurov, P.; Krasavin, M. α-Diazoacetamides in Sc(OTf)3-catalyzed Tiffeneau-Demjanov ring expansion: application towards the synthesis of rare bicyclic pyrazoles. Synlett 2020, 31, 373-377
200 Krasavin, M.; Kalinin, S.; Zozulya, S.; Griniukova, A.; Borysko, P.; Angeli, A.; Supuran, C. T. Further validation of Strecker-type α-aminonitriles as a new class of potent human carbonic anhydrase II inhibitors: hit expansion within the public domain using differential scanning fluorimetry leads to chemotype refinement. J. Enzyme Inhib. Med. Chem. 2020, 35, 165-171
199 Pustenko, A.; Nocentini, A.; Balašova, A.; Krasavin, M.; Žalubovskis, R.; Supuran, C. T. Aryl derivatives of 3H-1,2-benzoxathiepine 2,2-dioxide as carbonic anhydrase inhibitors. J. Enzyme Inhib. Med. Chem. 2020, 35, 245-254
198 Krasavin, M.; Kalinin, S.; Zozulya, S.; Gryniukova, A.; Borysko, P.; Angeli, A.; Supuran, C. T. Screening of benzenesulfonamide in combination with chemically diverse fragments against carbonic anhydrase by differential scanning fluorimetry. J. Enzyme Inhib. Med. Chem. 2020, 35, 306-310
197 Vedekhina, T.; Lukin, A.; Krasavin, M. Unexpected outcome of the Zn(OTf)2-catalyzed arylhydrazination of alkanoyl propargylamines: rapid entry into 1-(arylamino)imidazoles. Tetrahedron Lett. 2020, 61, 161365
196 Vedekhina, T.; Lukin, A.; Rogacheva, E.; Kraeva, L.; Krasavin, M. Zn(OTf)2-catalyzed arenehydrazination of protected propargylamines leading to 3-amidoindoles. Tetrahedron Lett. 2020, 61, 151430

2019

195 Chupakhin, E.; Babich, O.; Prosekov, A.; Asyakina, L.; Krasavin, M. Spirocyclic motifs in natural products. Molecules 2019, 24, 4165
194 Solovyov, I.; Dar'in, D.; Krasavin, M. Convenient approach to 2-substituted (thio)morpholin-3-ones from α-diazoacetates via X-H carbene insertion — lactamization sequence. Eur. J. Org. Chem. 2019, 7432-7438 JOURNAL COVER
193 Gecht, M.; Kantin, G.; Dar'in, D.; Krasavin, M. A novel approach to biologically relevant oxazolo[5,4-d]pyrimidine-5,7-diones via readily available diazobarbituric acid derivatives. Tetrahedron Lett. 2019, 60, 151120
192 Kalinin, S.; Valtari, A.; Ruponen, M.;Toropainen, E.; Kovalenko, A.; Nocentini, A.; Gureev, M.; Dar’in, D.; Urtti, A.; Supuran, C. T.; Krasavin, M. Highly Hydrophilic 1,3-Oxazol-5-yl Benzenesulfonamide Inhibitors of Carbonic Anhydrase II for Reduction of Glaucoma-Related Intraocular Pressure. Bioorg. Med. Chem. 2019, 27, 115086
191 Kalinin, S.; Nocentini, A.; Kovalenko, A.; Sharoyko, V.; Bonardi, A.; Angeli, A.; Gratteri, P.; Tennikova, T. B.; Supuran, C. T.; Krasavin, M. From Random to Rational: A Discovery Approach to Selective Subnanomolar Inhibitors of Human Carbonic Anhydrase IV Based on the Castagnoli-Cushman Multicomponent Reaction. Eur. J. Med. Chem. 2019, 182, 111642
190 Synofzik, J.; Dar’in, D.; Novikov, M. S.; Kantin, G.; Bakulina, O.; Krasavin, M. α-Acyl-α-diazoacetates in Transition-Metal-Free β-Lactam Synthesis. J. Org. Chem. 2019, 84, 12101-12110
189 Krasavin, M. Yu.; Gureev, M. A.; Garabadzhiu, A. V.; Pashkin, A. Yu.; Zhukov, A. S.; Khairutdinov, V. R.; Samtsov, A. V.; Shvets, V. I. Inhibition of Neutrophil Elastase and Cathepsin G as a New Approach to the Treatment of Psoriasis: From Fundamental Biology to Development of New Target-Specific Drugs. Doklady Biochem. Biophys. 2019, 487, 272-276
188 Usmanova, L.; Dar'in, D.; Krasavin, M. Downstream modification of piperazin-2-ones obtained by the Castagnoli-Cushman reaction leads to a novel version of the medicinally relevant 1,2,5-benzothiadiazepin-4-one-1,1-dioxide scaffold. Tetrahedron Lett. 2019, 60, 151003
187 Dar'in, D.; Kantin, G.; Krasavin, M. Practical Application of the Aqueous ‘Sulfonyl-Azide-Free’ (SAFE) Diazo Transfer Protocol to Less α-C-H Acidic Ketones and Esters. Synthesis 2019, 51, 4284-4290
186 Jovanović, M.; Zhukovsky, D.; Podolski-Renić, A.; Domračeva, I.; Žalubovskis, R.; Senćanski, M.; Glišić, S.; Sharoyko, V.; Tennikova, T.; Dar’in, D.; Pešić, M.; Krasavin, M. Novel electrophilic amides amenable by the Ugi reaction perturb thioredoxin system via thioredoxin reductase 1 (TrxR1) inhibition: identification of DVD-445 as a new lead compound for anticancer therapy. Eur. J. Med. Chem. 2019, 181, 111580
185 Barkhatova, D.; Zhukovski, D.; Dar'in, D.; Krasavin, M. Employing α-diazocarbonyl compound chemistry in the assembly of medicinally important aryl(alkyl)thiolactam scaffold. Eur. J. Org. Chem. 2019, 5798-5800
184 Chuprun, S.; Dar'in, D.; Kantin, G.; Krasavin, M. [2+3]-Cycloaddition of α-Diazocarbonyl Compounds with Arenediazonium Salts Catalyzed by Silver Nitrate Delivers 2,5-Disubstituted Tetrazoles. Synthesis 2019, 51, 3998-4005
183 Safrygin, A.; Dar'in, D.; Kantin, G.; Krasavin, M. α‐Diazo‐β‐oxosulfones as Partners in the Wolff 1,2,3‐Triazole Synthesis and the Wolff Rearrangement in the Presence of Aromatic Amines. Eur. J. Org. Chem. 2019, 4721–4724
182 Sapegin, A.; Krasavin, M. One-pot Conversion of Aldehydes and Aryl Halides to Disubstituted Alkynes via Tandem Seyferth-Gilbert Homologation/Copper-Free Sonogashira Coupling. J. Org. Chem. 2019, 84, 8788-8795
181 Golushko, A.; Dar'in, D.; Kantin, G.; Guranova, N.; Vasilyev, A. V.; Krasavin, M. Medicinally Relevant Modification of the Isoquinoline-1,3-dione Scaffold via Metal-Free Arylation and Fluorination of Diazo Homophthalimides in Brønsted Acids. Synthesis 2019, 51, 3815-3824
180 Shershnev, I.; Dar'in, D.; Chuprun, S.; Kantin, G.; Bakulina, O.; Krasavin, M. The use of α-diazo-γ-butyrolactone in the Büchner-Curtius-Schlotterbeck reaction of cyclic ketones: a facile entry into spirocyclic scaffolds. Tetrahedron Lett. 2019, 60. 1800-1802
179 Zhukovsky, D.; Dar'in, D.; Krasavin, M. Rh2(esp)2-Catalysed Coupling of α-Diazo-γ-butyrolactams with Aromatic Amines. Eur. J. Org. Chem. 2019, 4377-4383
178 Golubev, P.; Pankova, A.; Krasavin, M. “Isocyanide-less” Ugi/Intramolecular Diels-Alder reaction of 5-hydroxymethylfurfural. Tetrahedron Lett. 2019, 60б 1578-1581
177 Guranova, N. I.; Dar'in, D.; Kantin, G.; Novikov, A. D.; Bakulina, O.; Krasavin, M. Fused vs. spiro: kinetic, not thermodynamic preference may direct the reaction of alpha-carbonyl oxonium ylides. Tetrahedron Lett. 2019, 60, 1582-1586
176 Firsov, A.; Sapegin, A.; Krasavin, M. Convenient Assembly of Privileged (Hetero)Arene-Fused Benzo[1.4]oxazepines via Two Tandem SNAr Events. Part 2 — The Use of o-[N-(Hetero)aryl]aminomethyl phenols. Eur. J. Org. Chem. 2019, 5242-5246
175 Bakulina, O.; Rashevskii, A.; Dar'in, D.; Halder, S.; Khagar, P.; Krasavin, M. Modular assembly of tunable fluorescent chemosensors selective for Pb2+ and Cu2+ metal ions via the multicomponent Castagnoli-Cushman reaction. ChemistrySelect 2019, 4, 6066-6073
174 Lukin, A.; Bakholdina, A.; Kryukova, A.; Sapegin, A.; Krasavin, M. A three-component, Zn(OTf)2-mediated entry into trisubstituted 2-aminoimidazoles. Beilstein J. Org. Chem. 2019, 15, 1061-1064
173 Levels, M. J.; Fehres, C. M.; van Baarsen, L. G. M.; van Uden, N. O. P.; Germar, K.; O'Toole, T. G.; Blijdorp, I. C. J.; Semmelink, J. F.; Doorenspleet, M. E.; Bakker, A. Q.; Krasavin, M.; Tomilin, A.; Brouard, S.; Spits, H.; Baeten, D. L. P.; Yeremenko, N. G. BOB.1 controls memory B-cell fate in the germinal center reaction. J. Autoimmun. 2019, 101, 131-144
172 Dar'in, D.; Kantin, G.; Krasavin, M. A ‘Sulfonyl-Azide-Free’ (SAFE) Aqueous-Phase Diazo Transfer Reaction for Parallel and Diversity-Oriented Synthesis. Chem. Commun. 2019, 55, 5239-5242
171 Sapegin, A.; Krasavin, M. Convenient Assembly of Privileged (Hetero)Arene-Fused Benzo[1.4]oxazepines via Two Tandem SNAr Events. Part 1 — On the Importance of the Intermittent Smiles Rearrangement. Eur. J. Org. Chem. 2019, 5234-5241
170 Shetnev, A.; Baykov, S.; Kalinin, S.; Belova, A.; Sharoyko, V.; Rozhkov, A.; Zelenkov, L.; Tarasenko, M.; Sadykov, E.; Korsakov, M.; Krasavin, M. 1,2,4-Oxadiazole/2-imidazoline hybrids: Multi-target-directed compounds for the treatment of infectious diseases and cancer. Int. J. Mol. Sci. 2019, 20, 1699; doi:10.3390/ijms20071699
169 Bannykh, A. V.; Bakulina, O. Yu., Dar'in, D. V.; Krasavin, M. Yu. Hydroxylamine as an ammonia equivalent: access to NH-tetrahydroisoquinolonic derivatives from aldoximes by the Castagnoli–Cushman reaction followed by reduction. Mendeleev Commun. 2019, 29, 337-338
168 Zhukovsky, D.; Dar'in, D.; Kantin, G.; Krasavin, M. Synthetic exploration of α-diazo γ-butyrolactams. Eur. J. Org. Chem. 2019, 2397-2400
167 Chupakhin, E.; Bakulina, O.; Dar'in, D.; Krasavin, M. 1,1'-Carbonyldiimidazole as a novel cyclodehydrating agent for the Castagnoli−Cushman reaction of dicarboxylic acids and imines. Mendeleev Commun. 2019, 29, 292-293
166 Bolotin, S. S.; Korzhikov-Vlakh, V.; Sinitsyna, E.; Yunusova, S. N.; Suslonov, V. V.; Shetnev, A.; Osipyan, A.; Krasavin, M.; Kukushkin, V. Biocompatible Zinc(II) 8-(Dihydroimidazolyl)quinoline Complex and its Catalytic Application for Synthesis of Poly(L,L-lactide). J. Catal. 2019, 372, 362-369
165 Guranova, N.; Dar'in, D.; Kantin, G.; Novikov, A.; Bakulina, O.; Krasavin, M. Rh(II)-Catalyzed Spirocyclization of α-Diazo Homophthalimides with Cyclic Ethers. J. Org. Chem. 2019, 84, 4534-4542
164 Chupakhin, E.; Bakulina, O.; Dar'in, D.; Krasavin, M. Facile access to Fe(III)-complexing cyclic hydroxamic acids in a three-component format. Molecules 2019, 24, 864
163 Firsov, A.; Chupakhin, E.; Dar'in, D.; Bakulina, O.; Krasavin, M. Three-Component Castagnoli-Cushman Reaction of 3-Arylglutaconic Acids with Aromatic Aldehydes and Amines Delivers Rare 4,6-Diaryl 1,6-Dihydropyridine-2(3H)-ones. Org. Lett. 2019, 21, 1637-1640
162 Krasavin, M.; Shetnev, A.; Baykov, S.; Kalinin, S.; Nocentini, A.; Sharoyko, V.; Poli, G.; Tuccinardi, T.; Korsakov, M.; Tennikova, T. B.; Supuran, C. T. Pyridazinone-substituted benzenesulfonamides display potent inhibition of membrane-bound human carbonic anhydrase IX and promising antiproliferative activity against cancer cell lines. Eur. J. Med. Chem. 2019, 168, 301-314
161 Safrygin, A.; Dar'in, D.; Lukin, A.; Bakholdina, A.; Sapegin, A.; Krasavin, M. Zn(OTf)2-catalyzed, microwave-promoted synthesis of 2-substituted 5-methyloxazoles from propargylic amides. Tetrahedron Lett. 2019, 60, 777-779
160 Dar'in, D.; Kantin, G.; Bakulina, O.; Zalubovskis, R.; Krasavin, M. Flexible entry into 3-arylpent-2-enedioic acids via Heck-Matsuda arylation of dimethyl glutaconate with arenediazonium tosylates. Synthesis 2019, 51, 2230-2236
159 Dubovtsev, A. Yu.; Dar'in, D. V.; Krasavin, M.; Kukushkin, V. Yu. Gold-catalyzed Oxidation of Internal Alkynes into Benzils and its Application for One-pot Synthesis of Five-, Six-, and Seven-Membered Azaheterocycles. Eur. J. Org. Chem. 2019, 1856
158 Kryukova, M.; Sapegin, A.; Novikov, A.; Krasavin, M.; Ivanov. D. New Crystal Forms For Biologically Active Compounds. Part 1: Non-covalent Interactions in Adducts of Nevirapine with XB Donors. Crystals 2019, 9, 71
157 Li-Zhulanov, N. S.; Il’ina, I. V.; Chicca, A.; Schenker, P.; Patrusheva, O. S.; Nazimova, E. V.; Korchagina, D. V.; Krasavin, M.; Volcho, K. P.; Salakhutdinov, N. F. Effect of chiral polyhydrochromenes on cannabinoid system. Med. Chem. Res. 2019, 28, 450-464
156 Bakulina, O.; Bannykh, A.; Jovanović, M.; Domračeva, I.; Podolski-Renić, A.; Žalubovskis, R.; Pešić, M.; Dar’in, D.; Krasavin, M. Design, synthesis and biological evaluation of novel derivatives of dithiodiglycolic acid prepared via oxidative coupling of thiols. J. Enzyme Inhib. Med. Chem. 2019, 34, 665-671
155 Krasavin, M.; Lukin, A.; Vedekhina, T.; Manicheva, O.; Dogonadze, M.; Vinogradova, T.; Zabolotnykh, N.; Rogacheva, E.; Kraeva, L.; Sharoyko, V.; Tennikova, T. B.; Dar’in, D.; Sokolovich, E. Attachment of a 5-nitrofuroyl moiety to spirocyclic piperidines produces non-toxic nitrofurans that are efficacious in vitro against multidrug-resistant Mycobacterium tuberculosis. Eur. J. Med. Chem. 2019. 166, 125-135
154 Iakovenko, R.; Chicca, A.; Nieri, D.; Reynoso-Moreno, I.; Gertsch, J.; Krasavin, M.; Vasilyev, A. Synthesis of various arylated trifluoromethyl substituted indanes and indenes, and study of their biological activity. Tetrahedron 2019, 75, 624-632
153 Krasavin, M.; Shetnev, A.; Sharonova, T.; Baykov, S.; Kalinin, S.; Nocentini, A.; Sharoyko, V.; Poli, G.; Tuccinardi, T.; Presnukhina, S.; Tennikova, T. B.; Supuran, C. T. Continued exploration of 1,2,4-oxadiazole periphery for carbonic anhydrase-targeting primary arene sulfonamides: discovery of subnanomolar inhibitors of membrane-bound hCA IX isoform that selectively kill cancer cells in hypoxic environment. Eur. J. Med. Chem. 2019, 164, 92-105
152

Reutskaya, E.; Osipyan, A.; Sapegin, A.; Novikov, A.; Krasavin, M. Re-thinking Hydrolytic Imidazoline Ring Expansion: A Common Approach to the Preparation of Medium-Sized Rings via Side Chain Insertion into [1.4]Oxa- and [1.4]Thiazepinone Scaffold. J. Org. Chem. 2019, 84, 1693-1705

JOURNAL COVER
151 Grintsevich, S.; Sapegin, A.; Reutskaya, E.; Krasavin, M. Antiviral drug nevirapine as a template for hydrated imidazoline ring expansion (HIRE): rapid access to the diarene-fused 1,4,7-triazecine ring system. Tetrahedron Lett. 2019, 60, 20-22
150 Dar'in, D.; Zarubaev, V.; Galochkina, A.; Gureev, M.; Krasavin, M. Non-chelating p-phenylidene-linked bis-imidazoline analogs of known influenza virus endonuclease inhibitors: synthesis and anti-influenza activity. Eur. J. Med. Chem. 2019, 161, 526-532
149 Kryukova, M. A.; Sapegin, A. V.; Novikov, A. S.; Krasavin, M.; Ivanov, D. M. Non-covalent interactions observed in nevirapinium pentaiodide hydrate which include the rare I4-I-•••O=C halogen bonding. Z. Kristallogr. Cryst. Mater. 2019, 234, 101-108

2018

148 Chizhova, M.; Khoroshilova, O.; Dar'in, D.; Krasavin, M. Unusually Reactive Cyclic Anhydride Expands the Scope of the Castagnoli-Cushman Reaction. J. Org. Chem. 2018, 83, 12722-12733
147 Chizhova, M.; Khoroshilova, O.; Dar’in, D.; Krasavin, M. Acetic anhydride to the rescue: facile access to privileged 1,2,3,4-tetrahydropyrazino[1,2-a]indole core via the Castagnoli-Cushman reaction. Tetrahedron Lett. 2018, 59, 3612-3615
146 Krasavin, M.; Lukin, A.; Vedekhina, T.; Manicheva, O.; Dogonadze, M.; Vinogradova, T.; Zabolotnykh, N.; Rogacheva, E.; Kraeva, L.; Yablonsky, P. Conjugation of a 5-nitrofuran-2-oyl moiety to aminoalkylimidazoles produces non-toxic nitrofurans that are efficacious in vitro and in vivo against multidrug-resistant Mycobacterium tuberculosis. Eur. J. Med. Chem. 2018, 157, 1115-1126
145

Osipyan, A.; Sapegin, A.; Novikov, A.; Krasavin, M. Rare Medium-Sized Rings Prepared via Hydrolytic Imidazoline Ring Expansion (HIRE). J. Org. Chem. 2018, 83, 9707-9717

JOURNAL COVER
144 Golubev, P.; Krasavin, M. N-Isocyanodialkylamines Generated In Situ for the Joullié-Ugi reaction with Indolenines. Tetrahedron Lett. 2018, 59, 3532-3536
143 Kantin, G.; Dar'in, D.; Krasavin, M. Rh(II)-catalyzed Cycloaddition of α-Diazo Homophthalimides and Nitriles Delivers Novel Oxazolo[5,4-c]isoquinolin-5(4H)-one Scaffold. Eur. J. Org. Chem. 2018, 4857-4859
142 Lukin, A.; Kramer, J.; Hartmann, M.; Weizel, L.; Hernandez-Olmos, V.; Falahati, K.; Burghardt, I.; Kalinchenkova, N.; Bagnyukova, D.; Zhurilo, N.; Rautio, J.; Forsberg, M.; Ihalainen, J.; Auriola, S.; Leppänen, J.; Konstantinov, I.; Pogoryelov, D.; Proschak, E.; Dar’in, D.; Krasavin, M. Discovery of Polar Spirocyclic Orally Bioavailable Urea Inhibitors of Soluble Epoxide Hydrolase. Bioorg. Chem. 2018, 80, 655-667
141 Chuprun, S. S.; Kantin, G.; Krasavin, M. Synthesis and Medicinal Applications of N-Aryl-C-nitroazoles. Mini Rev. Med. Chem. 2018, 18, 1733-1752
140 Chupakhin, E. G.; Krasavin, M. Yu. Achievements in the synthesis of cyclooctynes for ring strain-promoted [3+2] azide-alkyne cycloaddition. Chem. Heterocycl. Compd. 2018, 54, 483-501
139 Safrygin, A.; Krivosheyeva, E.; Dar'in, D.; Krasavin, M. Efficient conversion of tertiary propargylamides into imidazoles via hydroamination-cyclization. Synthesis 2018, 50, 3048-3058
138 Lukin, A.; Kalinchenkova, N.; Vedekhina, T.; Zhurilo, N.; Krasavin, M. Diversity-oriented synthesis of N,N-dimethylamino-substituted azoles employing TBTU. Tetrahedron Lett. 2018, 59, 2732-2735
137 Chupakhin, E.; Dar'in, D.; Krasavin, M. The Castagnoli-Cushman Reaction in a three-component format. Tetrahedron Letters 2018, 59, 2595-2599
136 Konovalov, A. I.; Antipin, I. S.; Burilov, V. A.; Madzhidov, T. I.; Kurbangalieva, A. R.; Nemtarev, A. V.; Solovieva, S. E.; Stoikov, I. I.; Mamedov, V. A.; Zakharova, L. Ya.; Gavrilova, E. L.; Sinyashin, O. G.; Balova, I. A.; Vasilyev, A. V.; Zenkevich, I. G.; Krasavin, M. Yu.; Kuznetsov, M. A.; Molchanov, A. P.; Novikov, M. S.; Nikolaev, V. A.; Rodina, L. L.; Khlebnikov, A. F.; Beletskaya, I. P.; Vatsadze, S. Z.; Gromov, S. P.; Zyk, N. V.; Lebedev, A. T.; Lemenovskii, D. A.; Petrosyan, V. S.; Nenaidenko, V. G.; Negrebetskii, V. V.; Baukov, Yu. I.; Shmigol', T. A.; Korlyukov, A. A.; Tikhomirov, A. S.; Shchekotikhin, A. E.; Traven', V. F.; Voskresenskii, L. G.; Zubkov, F. I.; Golubchikov, O. A.; Semeikin, A. S.; Berezin, D. B.; Stuzhin, P. A.; Filimonov, V. D.; Krasnokutskaya, E. A.; Fedorov, A. Yu.; Nyuchev, A. V.; Orlov, V. Yu.; Begunov, R. S.; Rusakov, A. I.; Kolobov, A. V.; Kofanov, E. R.; Fedotova, O. V.; Egorova, A. Yu.; Charushin, V. N.; Chupakhin, O. N.; Klimochkin, Yu. N.; Osyanin, V. A.; Reznikov, A. N.; Fisyuk, A. S.; Sagitullina, G. P.; Aksenov, A. V.; Aksenov, N. A.; Grachev, M. K.; Maslennikova, V. I.; Koroteev, M. P.; Brel', A. K.; Lisina, S. V.; Medvedeva, S. M.; Shikhaliev, Kh. S.; Suboch, G. A.; Tovbis, M. S.; Mironovich, L. M.; Ivanov, S. M.; Kurbatov, S. V.; Kletskii, M. E.; Burov, O. N.; Kobrakov, K. I.; Kuznetsov, D. N. Modern Trends of Organic Chemistry in Russian Universities. Russ. J. Org. Chem. 2018, 54, 157–371
135 Bakulina, O.; Dar'in, D.; Krasavin, M. Mixed Carboxylic-Sulfonic Anhydride in Reactions with Imines: A Straightforward Route to Water-Soluble Beta-Lactams via a Staudinger-Type Reaction. Org. Biomol. Chem. 2018, 16, 3989-3998
134 Usmanova, L.; Dar'in, D.; Novikov, M. S.; Gureev, M.; Krasavin, M. Bicyclic Piperazine Mimetics of the Peptide Beta-Turn Assembled via the Castagnoli-Cushman Reaction. J. Org. Chem. 2018, 83, 5859-5868
133 Krasavin, M.; Gureyev, M. A.; Dar’in, D.; Bakulina, O.; Chizhova, M.; Lepikhina, A.; Novikova, D.; Grigoreva, T.; Ivanov, G.; Zhumagalieva, A.; Garabadzhiu, A. V.; Tribulovich V. G. Design, in silico prioritization and biological profiling of apoptosis-inducing lactams amenable by the Castagnoli-Cushman reaction. Bioorg. Med. Chem. 2018, 26, 2651-2673
132 Sapegin, A.; Krasavin, M. Efficient Suzuki-Miyaura mono-arylation of symmetrical diiodo(hetero)arenes. Tetrahedron Lett. 2018, 59, 1948-1951
131 Burianova, V.; Bolotin, D.; Mikherdov, A.; Novikov, A.; Mokolokolo, P.; Roodt, A.; Boyarskiy, V.; Dar'in, D.; Krasavin, M.; Suslonov, V.; Zhdanov, A.; Zhizhin, K.; Kuznetsov, N. Mechanism of Generation of closo-Decaborato Amidrazones. Intramolecular Non-covalent B–H•••π(Ph) Interaction Determines Stabilization of the Configuration around the Amidrazone C=N Bond. New J. Chem. 2018, 42, 8693-8703
130 Tutov, A.; Bakulina, O.; Dar'in, D.; Krasavin, M. Concise Synthesis of 2-N-Hydroxy-3,4-dihydroisoquinol-2-one: a Bacterial Siderophore and Human 5-Lipooxygenase Inhibitor. Tetrahedron Lett. 2018, 59, 1511-1512
129 Mikheyev, A.; Kantin, G.; Krasavin, M. Aldazines in the Castagnoli-Cushman reaction. Synthesis 2018, 50, 2076-2086
128 Sapegin, A.; Krasavin, M. 1,4-Diiodo-2,3,5,6-tetrafluorobenzene (DITFB) in the Synthesis of Polyfluorinated Organic Compounds. J. Fluorine Chem. 2018, 209, 56-64
127 Bakulina, O.; Chizhova, M.; Dar'in, D.; Krasavin, M. A General Way to Construct Arene-Fused Seven-Membered Nitrogen Heterocycles. Eur. J. Org. Chem. 2018, 362-371
126 Guranova, N.; Dar'in, D.; Krasavin, M. Facile access to 3-unsubstituted tetrahydroisoquinolonic acids via the Castagnoli-Cushman reaction. Synthesis 2018, 50, 2076-2086
125 Moreau, E.; Dar'in, D.; Krasavin, M. The first example of azole-fused cyclic anhydride reacting in the Castagnoli-Cushman way. Synlett 2018, 29, 890-893
124 Sapegin, A.; Kalinin, S.; Angeli, A.; Supuran, C. T.; Krasavin, M. Unprotected primary sulfonamide group facilitates ring-forming cascade en route to polycyclic [1.4]oxazepine-based carbonic anhydrase inhibitors. Bioorg. Chem. 2018, 76, 140-146
123 Krasavin, M.; Shetnev,A.; Sharonova, T.; Baykov, S.; Tuccinardi, T.; Kalinin, K.; Angeli, A.; Supuran, C. T. Heterocyclic Periphery in the Design of Carbonic Anhydrase Inhibitors: 1,2,4-Oxadiazol-5-yl Benzenesulfonamides as Potent and Selective Inhibitors of Cytosolic hCA II and Membrane-Bound hCA IX Isoforms. Boorg. Chem. 2018, 76, 88-97

2017

122 Bakulina, O.; Bannykh, A.; Dar’in, D.; Krasavin, M. Iron-Complexing Cyclic Hydroxamic Acid Analogs of Bacterial Siderophores Prepared via the Castagnoli-Cushman Reaction of Unprotected Oximes. Chem. Eur. J. 2017, 23, 17667 – 17673
121 Lepikhina, A.; Dar'in, D.; Bakulina, O.; Chupakhin, E.; Krasavin, M. Skeletal Diversity in Combinatorial Fashion: A New Format for the Castagnoli-Cushman Reaction. ACS Comb. Sci. 2017, 19, 702-707
120 Kalinin, S.; Kopylov, S.; Tuccinardi, T.; Sapegin, A.; Dar'in, D.; Angeli, A.; Supuran, C. T.; Krasavin, M. Lucky Switcheroo: Dramatic Potency and Selectivity Improvement of Imidazoline Inhibitors of Human Carbonic Anhydrase VII. ACS Med. Chem. Lett. 2017, 8, 1105−1109
119 Krasavin, M.; Lukin, A.; Bakholdina, A.; Zhurilo, N.; Onopchenko, O.; Borysko, P.; Zozulya, S.; Moore, D.; Tikhonova, I. G. Continued SAR Exploration of 1,2,4-Thiadiazole-containing Scaffolds in the Design of Free Fatty Acid Receptor 1 (GPR40) agonists. Eur. J. Med. Chem. 2017, 140, 229-238
118 Galambos, J.; Bielik, A.; Wágner, G.; Domány, G.; Kóti, J.; Béni, Z.; Szigetvári, A.; Sánta, Z.; Orgován, Z.; Bobok, A.; Kiss, b.; Mikó-Bakk, M. L.; Vastag, M.; Sághy, K.; Krasavin, M.; Gál, K.; Greiner, I.; Szombathelyi, Z.; Keserű, G. M. Discovery of 4-amino-3-arylsulfoquinolines, a novel non-acetylenic chemotype of metabotropic glutamate 5 (mGlu5) receptor negative allosteric modulators. Eur. J. Med. Chem. 2017, 133, 240-254
117 Chizhova, M.; Dar'in, D.; Krasavin, M. Complications in the Castagnoli-Cushman reaction: an unusual course of reaction between cyclic anhydrides and sterically hindered indolenines. Tetrahedron Lett. 2017, 58, 3470-3473
116 Bakulina, O.; Ivanov, A.; Suslonov, V.; Dar'in, D.; Krasavin, M. A Speedy Route to Sterically Encumbered, Benzene-fused Derivatives of Privileged, Naturally Occurring Hexahydropyrrolo[1,2-b]isoquinoline. Beilstein J. Org. Chem. 2017, 13, 1413-1424
115 Kantin, G.; Chupakhin, E.; Dar'in, D.; Krasavin, M. Efficient cyclodehydration of dicarboxylic acids with oxalyl chloride. Tetrahedron Lett. 2017, 58, 3160-3163
114 Krasavin, M.; Korsakov, M.; Ronzhina, O.; Tuccinardi, T.; Kalinin, S.; Tanç, M.; Supuran, C. T. Primary mono- and bis-sulfonamides obtained via regiospecific sulfochlorination of N-arylpyrazoles: inhibition profile against a panel of human carbonic anhydrases. J. Enz. Inhib. Med. Chem. 2017, 32, 920-934
113 Ferraroni, M.; Luccarini, L.; Masini, E.; Korsakov, M.; Scozzafava, A.; Supuran, C. T.; Krasavin, M. 1,3-Oxazole-based selective picomolar inhibitors of cytosolic human carbonic anhydrase II alleviate ocular hypertension in rabbits: potency is supported by X-ray crystallography of two leads. Bioorg. Med. Chem. 2017, 25, 4560-4565
112 Sapegin, A.; Osipyan, A.; Krasavin, M. Structurally Diverse Arene-Fused Ten-Membered Lactams Accessed via Hydrolytic Imidazoline Ring Expansion. Org. Biomol. Chem. 2017, 15, 2906-2909
111 Krasavin, M. N-(Hetero)aryl 2-imidazolines: an emerging privileged motif for contemporary drug design. Chem. Heterocycl. Comp. 2017, 53, 240-255 (Invited Contribution to Special Issue: "Privileged heterocyclic scaffolds in chemical biology and drug discovery: Synthesis and bioactivity", Guest Editor Prof. C. D. Altomare)
110 Golubev, P.; Krasavin, M. Sterically Constrained and Encumbered: An Approach to Naturally Occurring Peptidomimetic Tetrahydropyrazino[1,2-a]indole-1,4-dione Core. Eur. J. Org. Chem. 2017, 1740-1744
109 Galambos, J.; Bielik, A.; Krasavin, M.; Orgován, Z.; Domány, G.; Nógrádi, K.; Wágner, G.; Balogh, G.; Béni, Z.; Koti, J.; Szakács, Z.; Bobok, A.; Kolok, S.; Miko-Bakk, M.; Vastag, M.; Sághy, K.; Laszy, J.; Halász, A.; Balázs, O.; Gál, K.; Greiner, I.; Szombathelyi, Z.; Keserű, G. Discovery and Preclinical Characterization of 3-((4-(4-chlorophenyl)-7-fluoroquinoline-3-yl)sulfonyl)benzonitrile, a Novel Non-acetylenic Metabotropic Glutamate Receptor 5 (mGluR5) Negative Allosteric Modulator for Psychiatric Indications. J. Med. Chem. 2017, 60, 2470-2484
108 Usmanova, L.; Bakulina, O.; Dar'in, D.; Krasavin, M.* Spontaneous formation of tricyclic lactones following the Castagnoli-Cushman reaction. Chemistry of Heterocyclic Compounds 2017, 53, 474-479 (Invited Contribution to Special Issue: Multicomponent Reactions in Heterocycle Synthesis, Editor Thomas J. J. Mueller)
107 Krasavin, M.;* Korsakov, M.; Zvonaryova, Z.; Semyonychev, E.; Tuccinardi, T.; Kalinin, S.; Tanç, M.; Supuran, C. T.* Human carbonic anhydrase inhibitory profile of mono- and bis-sulfonamides synthesized via a direct sulfochlorination of 3-and 4-(hetero)arylisoxazol-5-amine scaffolds. Bioorg. Med. Chem. 2017, 25, 1914-1925
106 Krasavin, M.;* Parchinsky, V.; Kantin, G.; Manicheva, O; Dogonadze, M.; Vinogradova, T.; Karge, B.; Brönstrup, M. New nitrofurans amenable by isocyanide multicomponent chemistry are active against multidrug-resistant and poly-resistant Mycobacterium tuberculosis. Bioorg. Med. Chem. 2017, 25, 1867-1874
105 Bakulina, O.; Dar'in, D.; Krasavin, M.* o-Phenylenediacetic acid anhydride in the Castagnoli-Cushman reaction: extending the product space to epsilon-lactams. SYNLETT 2017, 28, 1165-1169
104 Krasavin, M.; Lukin, A.; Bagnyukova, D.; Zhurilo, N.; Golovanov, A.; Zozulya, S.; Zahanich, I.; Daniel Moore, D.; Tikhonova, I. G. Polar aromatic periphery increases agonist potency of spirocyclic free fatty acid receptor (GPR40) agonists inspired by LY2881835. Eur. J. Med. Chem. 2017, 127, 357-368
103 Kantin, G.; Krasavin, M. Microwave-promoted reaction of N-alk-1-enyl chloroacetamides with sodium azide unexpectedly yields 1H-imidazol-5(4H)-ones. Mendeleev Commun. 2017, 27, 95-96
102 Kuznetsov, M. A.; Shestakov, A. N.; Zibinsky, M.; Krasavin, M.; Supuran, C. T.; Kalinin, S.; Tanc, M. Synthesis, structure and properties of N-aminosaccharin - A selective inhibitor of human carbonic anhydrase I. Tetrahedron Lett. 2017, 58, 172-174
101 Krasavin, M.; Lukin, A.; Bagnyukova, D.; Zhurilo, N.; Zahanich, I.; Zozulya, S. Novel FFA1 (GPR40) agonists containing spirocyclic periphery: polar azine periphery as a driver of potency. J. Enzyme Inhib. Med. Chem. 2017, 32, 29-36
100 Zubkov, F. I.; Orlova, D. N.; Zaytsev, V. P.; Voronov, A. A.; Nikitina, E. V.; Khrustalev, V. N.; Novikov, R. A.; Krasavin, M.; Varlamov. Short Approach to Pyrrolopyrazino-, Pyrrolodiazepino-Isoindoles and their Benzo Analogues via the IMDAF reaction. Curr. Org. Synth. 2017, 14, 733-746
99 Bolotin, D. S.; Il'in, M. V.; Kolesnikov, I. E.; Suslonov, V. V.; Novozhilov, Y.; Ronzhina, O.; Krasavin, M.; Boyarskiy, V. P.; Roodt, A. Fluorescent (pyrazolyl acetoxime)ZnII complexes: synthetic, structural, and photophysical studies. Inorg. Chim. Acta 2017, 455, 9-14

2016

98 Kalinin, S.; Supuran, C. T.; Krasavin, M. Multicomponent chemistry in the synthesis of carbonic anhydrase inhibitors. J. Enzyme Inhib. Med. Chem. 2016, 31(S4), 185–199
97 Dar'in, D.; Krasavin, M.* The Chan-Evans-Lam N-Arylation of 2-Imidazolines. J. Org. Chem. 2016, 81, 12514-12519
96 Sapegin, A.; Panova, V.; Reutskaya, E.; Smirnov, A. V.; Krasavin, M. A novel, flexible strategy to construct privileged dibenzo[b,f][1,4,5]oxathiazepine-5,5-dioxides and their heterocyclic isosteres. Tetrahedron 2016, 72, 7570-7578
95 Chizhova, M.; Bakulina, O.; Dar'in, D.; Krasavin, M. New Dicarboxylic Acid Anhydride for Ambient-Temperature Castagnoli-Cushman Reaction. ChemistrySelect 2016, 1, 5487-5492
94 Krasavin, M.; Lukin, A.; Bagnyukova, D.; Zhurilo, N.; Zahanich, I.; Zozulya, I.; Ihalainen, J.; Forsberg, M. M.; Lehtonen, M.; Rautio, J.; Moore, D.; Tikhonova, I. G. Free fatty acid receptor 1 (GPR40) agonists containing spirocyclic periphery inspired by LY2881835. Bioorg. Med. Chem. 2016, 24, 5481-5494
93 Lepikhina, A.; Bakulina, O.; Dar'in, D.; Krasavin, M. The first solvent-free synthesis of privileged gamma- and delta-lactams via the Castagnoli-Cushman reaction. RSC Advances, 2016, 6, 83808 - 83813
92 Sapegin, A.; Reutskaya, E.; Smirnov, A.; Korsakov, M.; Krasavin, M. Facile entry into structurally diverse, privileged, (hetero)arene-fused N-alkoxy 3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-ones. Tetrahedron Lett. 2016, 57, 5877-5880
91 Kulyashova, A.; Krasavin, M.* Convenient modular construction of medicinally important 5-acylamino-4,5-dihydroisoxazoles featuring four elements of diversity. Tetrahedron Lett. 2016, 57, 4395-4397
90 Kantin, G.; Krasavin, M. Reactions of tetralone, 1H-tetrazol-5-amine and aromatic aldehydes under microwave irradiation: a convenient method of preparation of 5,6,7,12-tetrahydrobenzo[h]tetrazolo[5,1-b]quinazoline derivatives. Chem. Heterocycl. Compd. 2016, 52, 918-922
89 Lukin, A.; Bagnyukova, D.; Zhurilo, N.; Krasavin, M.* Gram-scale Synthesis of a Novel Core Building Block for the New GPR40 Agonist Design. Lett. Org. Chem. 2016, 13, 491-495
88 Golubev, P.; Bakulina, O.; Dar'in, D.; Krasavin, M. New Indoline-Based Constrained Peptidomimetic Motifs Obtained via the Joullié-Ugi Reaction of Indolenines. Eur. J. Org. Chem. 2016, 3969-3976
87 Lukin, A.; Bagnyukova, D.; Kalinchenkova, N.; Zhurilo, N.; Krasavin. M. Spirocyclic Amino Alcohol Building Blocks Prepared via a Prins-Type Cyclization in Aqueous Sulfuric Acid. Tetrahedron Lett. 2016, 57, 3311-3314
86 Lukin, A.; Vedekhina, T.; Tovpeko, D.; Zhurilo, N.; Krasavin, M.* Zn-Catalyzed hydrohydrazination of propargylamides with BocNHNH2: a novel entry into 1,2,4-triazine core. RSC Advances 2016, 6, 57956 - 57959
85 Dar'in, D.; Bakulina, O.; Nikolskaya, S.; Gluzdikov, I.; Krasavin, M.* The rare cis-configures trisubstitututed lactam products obtained by the Castagnoli-Cushman reaction in N,N-dimethylformamide. RSC Advances 2016, 6, 49411-49415
84 Krasavin, M.; Lukin, A.; Zhurilo, N.; Kovalenko, A.; Zahanich, I.; Zozulya, S.; Moore, D.; Tikhonova, I. G. Novel free fatty acid receptor 1 (GPR40) agonists based on 1,3,4-thiadiazole-2-carboxamide scaffold. Bioorg. Med. Chem. 2016, 24, 2954-2963
83 Supuran, C.T.; Kalinin, S.; Tanç, M.; Sarnpitak, P.; Mujumdar, P. Poulsen, S.-A.; Krasavin, M. Isoform-selective inhibitory profile of 2-imidazoline-substituted benzenesulfonamides against a panel of human carbonic anhydrases. J. Enzyme Inhib. Med. Chem. 2016, 31 (Suppl. 1), 197-202
82 Bolotin, D.S.; Novikov, A.S.; Kolesnikov, I.E.; Suslonov, V.V.; Novozhilov, Y.; Ronzhina, O.; Dorogov, M.; Krasavin, M.; Kukushkin, V. Yu. Phosphorescent Platinum(II) Complexes Featuring Chelated Acetoxime Pyrazoles: Synthetic, Structural, and Photophysical Study. ChemistrySelect 2016, 3, 456 – 461
81 Krasavin, M.;* Dar'in, D. Current diversity of cyclic anhydrides for the Castagnoli-Cushman-type formal cycloaddition reactions: prospects and challenges. Tetrahedron Lett. 2016, 57, 1635-1640. (Invited Digest Article)
80 Krasavin, M.;* Stavniichuk, R.; Zozulya, S.; Borysko, P.; Vullo, D.; Supuran, C. T.* Discovery of Strecker-type alpha-aminonitriles as a new class of human carbonic anhydrase inhibitors using differential scanning fluorimetry. J. Enzyme Inhib. Med. Chem. 2016, 31, 1707-1711
79 Kantin, G.; Krasavin, M. N-Arylation of Amidines and Guanidines: An Update (Invited Review). Curr. Org. Chem. 2016, 20, 1370-1388
78 Mishchuk, A.; Shtil, N.; Poberezhnyk, M.; Nazarenko, K.; Savchenko, T.; Tolmachev, A.; Krasavin, M. Keeping it small, polar and non-flat: diversely functionalized building blocks containing the privileged 5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]- and [1,5-a]pyridine cores. Tetrahedron Lett. 2016, 57, 1056-1059
77 Krasavin, M.; Lukin, A.; Zhurilo, N.; Kovalenko, A.; Zahanich, I.; Zozulya, S. Novel agonists of free fatty acid receptor 1 (GPR40) based on 3-(1,3,4-thiadiazol-2-yl)propanoic acid scaffold. J. Enz. Inh. Med. Chem. 2016, 31, 1404-1410
76 Lakontseva, E.; Karapetian, R.; Krasavin, M.* New Antimycobacterial Leads from Multicomponent Hydrazino-Ugi Reaction. Med. Chem. 2016, 12, 191-199
75 Lukin, A.; Karapetian, R.; Ivanenkov, Y.; Krasavin, M. Privileged 1,2,4-Oxadiazoles in Anticancer Drug Design: Novel 5-Aryloxymethyl-1,2,4-oxadiazole Leads for Prostate Cancer Therapy. Lett. Drug Des. Discov. 2016, 13, 198-204
74 Krasavin, M.;* Mujumdar, P.; Parchinsky, V.; Vinogradova, T.; Manicheva, O.; Dogonadze, M. Library of diversely substituted 2-(quinolin-4-yl)imidazolines delivers novel non-cytotoxic antitubercular leads. J. Enzyme Inhib. Med. Chem. 2016, 31, 1146-1155

2015

73 Karamysheva, K.; Reutskaya, E.; Sapegin, A.; Dorogov, M.; Krasavin, M.* Atom-economical construction of tetracyclic [1,4]oxazepines involving intramolecular arylation of a 2-imidazoline moiety. Tetrahedron Lett. 2015, 56, 5632-5636
72 Papeo, G. M. E.; Posteri, H.; Borghi, D.; Busel, A. A.; Caprera, F.; Casale, E.; Ciomei, M.; Cirla, A.; Corti, E.; D'Anello, M.; Fasolini, M.; Forte, B.; Galvani, A.; Isacchi, A.; Khvat, A.; Krasavin, M. Y.; Lupi, R.; Orsini, P.; Perego, R.; Pesenti, E.; Pezzetta, D.; Rainoldi, S.; Riccardi-Sirtori, F.; Scolaro, A.; Sola, F.; Zuccotto, F.; Felder, E. R.; Donati, D.; Montagnoli, A. Discovery of 2- [1- (4, 4- difluorocyclohexyl) piperidin- 4- yl] - 6- fluoro- 3- oxo- 2, 3- dihydro-1H-isoindole-4-carboxamide (NMS-P118): a Potent, Orally Available and Highly Selective PARP-1 Inhibitor for Cancer Therapy. J. Med. Chem. 2015, 58, 6875-6898
71 Dar'in, D.; Bakulina, O.; Chizhova, M.; Krasavin, M.* New Heterocyclic Product Space for the Castagnoli-Cushman Three-Component Reaction. Org. Lett. 2015, 17, 3930-3933
70 Iakovenko, R.; Kazakova, A.; Muzalevkiy, V.; Ivanov, A.; Boyarskaya, I. A.; Chicca, A.; Petrucci, V.; Gertsch, J.; Krasavin, M.; Starova, G. L.; Zolotarev, A. A.; Avdontceva, M. S.; Nenajdenko, V.; Vasilyev, A. Reactions of CF3-enones with arenes under superelectrophilic activation: a pathway to trans-1,3-diaryl-1-CF3-indanes, new cannabinoid receptor ligands. Org. Biomol. Chem. 2015, 13, 8827-8842
69 Krasavin, M.*; Korsakov, M.; Dorogov, M.; Tuccinardi, T.; Dedeoglu, N.; Supuran, C. T. Probing the ‘bipolar nature of the carbonic anhydrase active site: Aromatic sulfonamides containing 1,3-oxazol-5-yl moiety as picomolar inhibitors of cytosolic CA I and CA II isoforms. Eur. J. Med. Chem. 2015, 101, 334-347
68 Zahanich, I.; Kondratov, I.; Naumchyk, V.; Kheylik, Y.; Platonov, M.; Zozulya, S.; Krasavin, M.* Phenoxymethyl 1,3-Oxazoles and 1,2,4-Oxadiazoles as Potent and Selective Agonists of Free Fatty Acid Receptor 1 (GPR40). Bioorg. Med. Chem. Lett. 2015, 25, 3105-3111
67 Sarnpitak, P.; Mujumdar, P.; Taylor, P.; Cross, M.; Coster, M.J.; Gorse, A.-D.; Krasavin, M.*; Hofmann, A.* Panel docking of small-molecule libraries — Prospects to improve efficiency of lead compound discovery. Biotechnol. Adv. 2015, 33, 941-947
66 Novozhilov, Y.V.; Dorogov, M. V.; Blumina, M. V.; Smirnov, A. V.; Krasavin, M.* An improved kilogram-scale preparation of atorvastatin calcium. Chemistry Central Journal 2015, 9 (DOI: 10.1186/s13065-015-0082-7)
65 Mujumdar, P.; Sarnpitak, P.; Shetnev, A.; Dorogov, M.; Krasavin, M.* Pd-catalyzed amination of imidazolin-1-yl azines: toward a new kinase-inhibitory chemotype. Tetrahedron Lett. 2015, 56, 2827-2831
64 Sapegin, A.V.; Kalinin, S. A.; Smirnov, A. V.; Dorogov, M. V.; Krasavin, M.* Efficient Use of 1,2-Dihaloazine Synthons in Transition Metal-Free Preparation of Diverse Heterocycle-Fused 1,4-Oxazepines. Eur. J. Org. Chem. 2015, 1333-1340
63 Krasavin, M. Biologically active compounds based on the privileged 2-imidazoline scaffold: the world beyond adrenergic/imidazoline receptor modulators (Invited Review for Special Issue on Bioactive Heterocycles). Eur. J. Med. Chem. 2015, 97, 525-537
62 Krasavin, M.*; Sapegin, A.; Dorogov, M. Convenient preparation of diversely substituted fused 2-amino- and 2-mercaptonicotinonitriles under microwave irradiation. Tetrahedron Lett. 2015, 56, 56-50

2014

61 Krasavin, M.; Sosnov, A. V.; Karapetian, R.; Konstantinov, I.; Soldatkina, O.; Godovykh, E.; Zubkov, F.; Bai, R.; Hamel, E.; Gakh, A. Antiproliferative 4-(1,2,4-oxadiazol-5-yl)piperidine-1-carboxamides, a new tubulin inhibitor chemotype. Bioorg. Med. Chem. Lett. 2014, 24, 4477-4481
60 Taheri, A.; Quinn, R. J.; Krasavin, M.* Naturally occurring scaffolds for compound library design: convenient access to bis-aryl 1-azaadamantanes carrying a vicinal amino alcohol motif. Tetrahedron Lett. 2014, 55, 5390-5393
59 Mujumdar, P.; Korsakov, M.; Dorogov, M.; Krasavin, M.* Atom-economical construction of a rare 6,7-dihydropyrido[3',2':4,5]imidazo[1,2-d][1,4]benzodiazepine scaffold. SYNLETT 2014, 25, 2323-2326
58 Sarnpitak, P.; Mujumdar, P.; Morisseau, C.; Hwang, S. H.; Hammock, B.; Iurchenko, V.; Zozulya, S.; Gavalas, A.; Geronikaki, A.; Ivanenkov, Y.; Krasavin, M.* Potent, orally available, selective COX-2 inhibitors based on 2-imidazoline core. Eur. J. Med. Chem. 2014, 84, 160-172
57 Mujumdar, P.; Sapegin, A.; Dorogov, M.; Krasavin, M.* An expeditious and atom-economic synthesis of lead-like, medicinally important 4,5-dihydropyrazolo[1,5-a]pyrazin-6-ones. Tetrahedron Lett. 2014, 55, 5732-5735
56 Sarnpitak, P.; Krasavin, M.* Convenient access to novel functionalized pyrazino[1,2-b]isoquinolin-6-one and diazepino[1,2-b]isoquinolin-7-one scaffolds via the Cushman multicomponent reaction followed by post-condensation. Tetrahedron Lett. 2014, 55, 2299-2303
55 Sapegin, A.V.; Kalinin, S. A.; Smirnov, A. V.; Dorogov, M. V.; Krasavin, M.* New tetracyclic 1,4-oxazepines constructed via practically simple tandem condensation strategy from readily available synthons. Tetrahedron 2014, 70, 1077-1083

2013

54 Golubev, V.; Zubkov, F.; Krasavin, M.* A simple, three-component synthesis of 2-aminothiazoles using trimethylsilyl isothiocyanate. Tetrahedron Lett. 2013, 54, 4844-4847
53 Mujumdar, P.; Grkovic, T.; Krasavin, M.* A simple two-step access to diversely substituted imidazo[4,5-b]pyridines and benzimidazoles from readily available 2-imidazolines. Tetrahedron Lett. 2013, 54, 3336-3340
52 Krasavin, M. Pd-Catalyzed N-arylation of 2-imidazolines provides convenient access to selective cyclooxygenase-2 inhibitors. Lett. Org. Chem. 2013, 10, 235-239
51 Sarnpitak, P.; Krasavin, M.* Synthesis of 1,2,4-triazoles employing isocyanides. Tetrahedron 2013, 69, 2289-2295
50 Gakh, A. A.; Sosnov, A. V.; Krasavin, M.; Nguyen, T. L.; Hamel, E. Identification of Diaryl 5-Amino-1,2,4-oxadiazoles as Tubulin Inhibitors: the Special Case of 3-(2-Fluorophenyl)-5-(4-methoxyphenyl)amino-1,2,4-oxadiazole. Bioorg. Med. Chem. Lett. 2013, 23, 1262-1268

2012

49 Sarnpitak, P.; Tsirulnikov, S.; Krasavin, M.* Synthesis of N1,N3-disubstituted formamidrazones via the TMSCl-promoted reaction of isocyanides with thiosemicarbazones. Tetrahedron Lett. 2012, 53, 6540-6543
48 Kulebyakin, K.; Karpova, L.; Lakontseva, E.; Krasavin, M.; Boldyrev, A. Carnosine protects neurons against oxidative stress and modulates the time profile of MAPK cascade signaling. Amino Acids 2012, 43, 91-96
47 Krasavin, M.*; Nikulnikov, M. M. Increased dipeptoid diversity resulting from post-condensational manipulation of the Ugi reaction products. Mendeleev Commun. 2012, 21, 41-42
46 Krasavin, M. Novel diversely substituted 1-heteroaryl-2-imidazolines for fragment-based drug discovery. Tetrahedron Lett. 2012, 53, 2876-2880
45 Sandulenko, Y.; Krasavin, M.* Natural Products as Templates for Bioactive Compound Libraries. 3. Novel Heterocycles and Peptidomimetics Generated from Anabasine by Isocyanide-Based Multicomponent Reactions. Chem. Heterocycl. Compd. 2012, 48, 606-612
44 Sapegin, A. V.; Kalinin, S. A.; Smirnov, A. V.; Dorogov, M. V.; Krasavin, M.* Dibenzo[b,f]pyrazolo[1,5-d][1,4]oxazepines: a facile construction of a rare heterocyclic system via tandem aromatic nucleophilic substitution - Smiles rearrangement – denitrocyclization. Synthesis 2012, 44, 2401-2407

2011

43 Konstantinov, I.; Bukhryakov, K.; Gezentsvey, Y.; Krasavin, M.* Practical Method for Parallel Synthesis of Diversely Substituted 1-Phenylpiperazines. Lett. Org. Chem. 2011, 8, 628-630
42 Parchinsky, V.; Shumsky, A.; Krasavin, M.* Microwave-assisted aza-Prins reaction. Part 1: facile preparation of natural-like 3-azabi-cyclo[3.3.1]non-6-enes. Tetrahedron Lett. 2011, 52, 7157-7160
41 Parchinsky, V.; Shumsky, A.; Krasavin, M.* Microwave-assisted aza-Prins reaction. Part 2: straightforward access to 2,6-disubstituted 1-azaadamantanes. Tetrahedron Lett. 2011, 52, 7161-7163
40 Tsaloev, A.; Ilyin, A.; Tkachenko, S.; Ivachtchenko, A.; Kravchenko, D.; Krasavin, M.* Cyclic Products of the Ugi Reaction of Aldehydo and Keto Carboxylic Acids: Chemoselective Modification. Tetrahedron Lett. 2011, 52, 1800-1803

2010

39 Ivachtchenko, A. V.; Ivanenkov Ya. A.; Kysil, V. M.; Krasavin, M.; Ilyin A. P. Multicomponent Reactions of Isocyanides in the Synthesis of Heterocycles. Russ. Chem. Rev. 2010, 79, 787-817
38 Gakh, A. A.; Anisimova N. Yu.; Kiselevsky M. V.; Sadovnikov, S. V.; Stankov, I. N.; Yudin, M. V.; Rufanov, K. A.; Krasavin, M.; Sosnov, A. V. Dihydro-resveratrol - A potent dietary polyphenol. Bioorg. Med. Chem. Lett. 2010, 20, 6149-6151
37 Krasavin, M.*; Parchinsky, V. Thiophene-containing products of the Ugi reaction in oxidation-triggered IMDA/aromatization cascade: a facile access to 3-oxoisoindolines. Tetrahedron Lett. 2010, 51, 5657-5661
36 Tsirulnikov, S.; Dmitriev, D.; Krasavin, M.* o-Aminothiophenol in Reactions with Carbonyl Compounds and Isocyanides: A Word of Caution. Synlett 2010, 1935-1938
35 Lakontseva, E.; Krasavin, M.* Diversity-oriented Pyrazol-3-one Synthesis Based on Hydrazinodipeptide-like Units Prepared via the Ugi Reaction. Tetrahedron Lett. 2010, 51, 4095-4099
34 Krasavin, M.*; Rufanov, K. A.; Sosnov, A. V.; Karapetian, R.; Godovykh, E.; Soldatkina, O.; Lavrovsky, Y.; Gakh, A. A. Discovery and SAR exploration of N-aryl-N-(3-aryl-1,2,4-oxadiazol-5-yl)amines as potential therapeutic agents for prostate cancer. Chemistry Central Journal 2010, 4
33 Nikulnikov, M.; Shumsky, A.; Krasavin, M.* Convenient Preparation of Diastereomerically Pure, Diversely Substituted Piperazine-2,5-diones from N-protected-Amino Acids. Synthesis, 2010, 2527-2532
32 Tsirulnikov, S.; Kysil, V.; Ivachtchenko, A.; Krasavin, M.* Trimethylsilyl chloride as a promoter for the Groebke-Blackburn Reaction: preparation of imidazo[2,1-b][1,3]benzothiazoles. Synth. Commun. 2010, 40, 111-119
31 Bushkova, E.; Parchinsky, V.; Krasavin, M.* Efficient entry into hydrazinopeptide-like structures via sequential Ugi reactions. Mol. Diversity 2010, 14, 493-499
30 Krasavin, M.*; Parchinsky, V.; Shumsky, A.; Konstantinov, I.; Vantskul, A. Proline-like-Turn Mimics Accessed via Ugi Reaction Involving Monoprotected Hydrazine Inputs. Tetrahedron Lett. 2010, 51, 1367-1370
29 Krasavin, M.*; Bushkova, E.; Parchinsky, V.; Shumsky, A. Hydrazinopeptide Motifs Synthesized via the Ugi Reaction: an Insight into the Secondary Structure. Synthesis 2010, 933-942

2009

28 Krasavin, M.*; Nikulnikov, M.; Tsirulnikov, S.; Kysil, V.; Ivachtchenko, A. Tert-Butyl Isocyanide as Convertible Reagent in Ugi Reaction: Microwave-Assisted Preparation of 5,6-Dihydropyrazolo[1,5-a]pyrazine-4,7-diones. Synlett 2009, 260-262
27 Krasavin, M.*; Shkavrov, S.; Parchinsky, V.; Bukhryakov, K. Imidazo[1,2-a]quinoxalines Accessed via Two Sequential Isocyanide-based Multicomponent Reactions. J. Org. Chem. 2009, 74, 2627-2629
26 Krasavin, M.*; Karapetian, R.; Konstantinov, I.; Gezentsvei, Y.; Bukhryakov, K.; Godovykh, E.; Soldatkina, O.; Lavrovsky, Y.; Sosnov, A. V.; Gakh. A. A. Discovery and Potency Optimization of 2-Amino-5-arylmethyl-1,3-thiazole Derivatives as Potential Therapeutic Agents for Prostate Cancer. Arch. Pharm. 2009, 342, 420-427
25 Aplander, K.; Ding, R.; Krasavin, M.; Lindstroem, U. M.; Wennerberg, J. Assymetric Lewis Acid Catalysis in Water: α-Amino Acids as Effective Ligands in Aqueous Biphasic Catalytic Michael Additions. Eur. J. Org. Chem. 2009, 810-821
24 Sandulenko, Y.; Komarov, A.; Krasavin, M.* Development of privileged Groebke-Blackburn-type 4-(3-aminoimidazo[1,2-a]pyridin-2-yl)benzoic acid core into a combinatorial library on solid phase. Lett. Org Chem. 2009, 6, 491-495
23 Tsirulnikov, S.; Nikulnikov. M.; Kysil, V.; Ivachtchenko, A.; Krasavin, M.* Streamlined access to 2,3-dihydropyrazino[1,2-a]indole-1,4-diones via Ugi reaction followed by microwave-assisted cyclization. Tetrahedron Lett. 2009, 50, 5529-5531
22 Krasavin, M.*; Busel, A.; Parchinsky, V. BF3•OEt2-promoted reaction of isocyanides with o-aminobenzophenones. Tetrahedron Lett. 2009, 50, 5945-5950

2008

21 Krasavin, M.*; Parchinsky, V. Z. Expedient Entry into 1,4-Dihydroquinoxalines and Quinoxalines via a Novel Variant of Isocyanide-based MCR. Synlett 2008, 645-648
20 Krasavin, M.*; Tsirulnikov, S.; Nikulnikov, M.; Kysil, V.; Ivachtchenko, A. Poorly reactive 5-piperazin-1-yl-1,3,4-thiadiazol-2-amines rendered as valid substrates for Groebke-Blackburn type multi-component reaction with aldehydes and isocyanides using TMSCl as a promoter. Tetrahedron Lett. 2008, 49, 5241-5243
19 Krasavin M.*; Konstantinov, I. O. Minimizing Side Reactions in Classical Pyrazole Synthesis from β-Oxonitriles: The Use of Acetylhydrazine. Lett. Org. Chem. 2008, 5, 594-598
18 Sandulenko, Y.; Komarov, A.; Rufanov, K.; Krasavin, M.* Greater variety in Groebke-Blackburn-type 3-arylaminoimidazo[1,2-a]azines accessed via Pd-catalyzed arylation of a primary amine precursor. Tetrahedron Lett. 2008, 49, 5990-5993
17 Krasavin, M.*; Tsirulnikov, S.; Nikulnikov, M.; Sandulenko, Y.; Bukhryakov, K. Tert-butyl isocyanide revisited as a convertible reagent in the Groebke-Blackburn reaction. Tetrahedron Lett. 2008, 49, 7318-7321

2006

16 Krasavin, M.*; Shkavrov, S.; Kravchenko, D. Preparation and Chemical Behavior of 2-(tert-Butoxycarbonyl)amino-3-bromomethyl Pyridine, a Novel Alkylating Agent. Synth. Commun. 2006, 36, 181-186
15 Parchinsky, V. Z.; Ushakova, O.; Kravchenko, D. V.; Krasavin, M.* Synthesis of 9-oxo-4,5,6,7,8,9-hexahydropyrazolo[1,5-a]pyrido[4,3-d]pyrimidine-3-carboxamides featuring regioselective formation of the tricyclic core structure. Lett. Org. Chem. 2006, 3, 715-719
14 Parchinsky, V. Z.; Koleda, V. V.; Ushakova, O.; Kravchenko, D. V.; Krasavin, M.* Air-oxidized Products of Multi-component Reactions between 3-amino-1,2,4-triazole, aromatic aldehydes and isonitriles. Tetrahedron Lett. 2006, 47, 6891-6894
13 Parchinsky, V. Z.; Koleda, V. V.; Ushakova, O.; Talismanova, T. D.; Kravchenko, D. V.; Krasavin, M.* Practical Outcome of Azaphthalimide Reduction at Various Temperatures. Lett. Org. Chem. 2006, 3, 379-383
12 Parchinsky, V. Z.; Shuvalova, O.; Ushakova, O.; Kravchenko, D. V.; Krasavin, M.* Multi-component reactions between 2-aminopyrimidine, aldehydes and isonitriles: the use of a nonpolar solvent suppresses formation of multiple products. Tetrahedron Lett. 2006, 47, 947-951
11 Shevyakov, S. V.; Davydova, Kiselyov, A.; Kravchenko, D. V.; Ivachtchenko, A. V.; Krasavin, M.* Natural products as templates for bioactive compound libraries: Part 2. Novel modifications of vasicine (peganine) core via efficient and regioselective generation of 3-lithiodeoxyvasicine and its stereoselective addition to aliphatic ketones. Nat. Prod. Res. 2006, 20, 871-881
10 Shevyakov, S. V.; Davydova, O. I.; Pershin, D. G.; Krasavin, M.*; Kravchenko, D. V.; Kiselyov, A.; Tkachenko, S. E.; Ivachtchenko, A. V. Natural products as templates for bioactive compound libraries: synthesis of biaryl derivatives of (±)-vasicine. Nat. Prod. Res. 2006, 20, 735-741
9 Ilyin, A. P.; Loseva, M. V.; Vvedensky, V. Y.; Putsykina, E. B.; Tkachenko, S. E.; Kravchenko, D. V.; Khvat, A. V.; Krasavin, M.; Ivachtchenko, A. V. One-Step Assembly of Carbamoyl-Substituted Heteroannelated [1,4]Thiazepines. J. Org. Chem. 2006, 71, 2811-2819
8 Ilyin, A.; Kysil, V.; Krasavin, M.; Kurashvili, I.; Ivachtchenko, A. V. Compexity-Enhancing Acid-Promoted Rearrangement of Tricyclic Products of Tandem Ugi 4CC/Intramolecular Diels-Alder Reaction. J. Org. Chem. 2006, 71, 9544-9547

2005

7 Ilyin, A. P.; Trifilenkov, A. S.; Kurashvili, I. D.; Krasavin, M.; Ivachtchenko, A. V. One-Step Construction of Peptidomimetic 5-Carbamoyl-4-sulfonyl-2-piperazinones. J. Comb. Chem. 2005, 7, 360-363
6 Krasavin, M.*; Kobak, V. V.; Bondarenko, T. Y.; Kravchenko, D. V. Preparation of 1-Alkyl-2-aryl-1H-imidazo[4,5-b]pyridines from 2-alkylamino-3-aminopyridines and Aromatic Aldehydes Using Air As an Oxidant. Heterocycles 2005, 65, 2189-2194
5 Krasavin, M.*; Pershin, D. G.; Larkin, D.; Kravchenko, D. Synthesis and Practical Use of 1H-1,2,3-Benzotriazole-5-carboxaldehyde for Reductive Amination. Synth. Commun. 2005, 35, 2587-2595
4 Shkavrov, S.; Popov, S.; Kravchenko, D.; Krasavin, M.* A Convenient Synthesis of 1-Amino-7-(Piperidin-4-yl)Isoquinoline. Synth. Commun. 2005, 35, 725-730

2001

3 Posner, G. H.; Jeon, H. B.; Parker, M. H.; Krasavin, M.; Paik, I.-H.; Shapiro, T. A. Antimalarial Simplified 3-Aryltrioxanes: Synthesis and Preclinical Efficacy/Toxicity Testing in Rodents. J. Med. Chem. 2001, 44, 3054-3058

2000

2 Posner, G. H.; Maxwell, J. P.; O’Dowd, H.; Krasavin, M.; Xie, S.; Shapiro, T. A. Antimalarial Sulfide, Sulfone, and Sulfonamide Trioxanes. Bioorg. Med. Chem. 2000, 8, 1361-1370

1999

1 Posner, G. H.; Ploypradith, P.; Parker, M. H.; O’Dowd, H.; Woo, S.-H.; Northrop, J.; Krasavin, M.; Dolan, P.; Kensler, T. W.; Xie, S.; Shapiro, T. A. Antimalatial, Antiproliferative, and Antitumor Activities of Artemisinin-Derived, Chemically Robust, Trioxane Dimers. J. Med. Chem. 1999, 42, 4275-4280
▲ Back to Top