Publications

Synthesis of spirocyclic β‐ and γ‐sultams by one‐pot reductive cyclization of cyanoalkylsulfonyl fluorides

Eur. J. Org. Chem. 2021, 2021 (47), 6530‑6540

DOI: 10.1002/ejoc.202000351

Stepannikova K.; Vashchenko B.; Grygorenko O.; Gorichko M.; Cherepakha A.; Moroz Y.; Volovenko Y.; Zhersh S.
A Close-up Look at the Chemical Space of Commercially Available Building Blocks for Medicinal Chemistry

J. Chem. Inf. Model. 2021, in progress

DOI: 10.1021/acs.jcim.1c00811

Zabolotna Y.; Volochnyuk D.; Ryabukhin S.; Horvath D.; Gavrilenko K.; Marcou G.; Moroz Y.; Oksiuta O.; Varnek A.
Fluorenonophane chlorobenzene solvate: Molecular and crystal structures

Acta Cryst. 2021, 77, 1285-1288

DOI: 10.1107/S2056989021011865

Dyakonenko V.; Shishkina S.; Bogashchenko T.; Lyapunov A.; Kirichenko T.
Reductive Recyclization of sp3-Enriched Functionalized Isoxazolines into α-Hydroxy Lactams

J. Org. Chem. 2022, 87, 2, 1001–1018

DOI: 10.1021/acs.joc.1c02301

Chalyk B.; Khutorianskyi A.; Vashchenko B.; Danyleiko K.; Grynyova A.; Osipova A.; Kozytskiy A.; Syniuchenko D.; Tsymbaliuk A.; Gavrilenko K.; Biitseva A.; Volochnyuk D.; Komarov I.; Grygorenko O.
Enamine Ltd.: The Science and Business of Organic Chemistry and Beyond

Eur. J. Org. Chem. 2021, 2021 (47), 6474-6477

DOI: 10.1002/ejoc.202101210

Grygorenko O.
Catalytic Hydrogenation of Substituted Quinolines on Co–Graphene Composites

Eur. J. Org. Chem. 2021, 2021 (47), 6616-6625

DOI: 10.1002/ejoc.202101311

Asaula V.; Buryanov V.; Solod B.; Tryus D.; Pariiska O.; Kotenko I.; Volovenko Y.; Volochnyuk D.; Ryabukhin S.; Kolotilov S.
Design, synthesis and in vitro antimicrobial activity of 6-(1H-benzimidazol-2-yl)-3,5-dimethyl-4-oxo-2-thio-3,4-dihy-drothieno[2,3-d]pyrimidines

Sci. Pharm. 2021, 89(4), 49

DOI: 10.3390/scipharm89040049

Vlasov S.; Vlasova O.; Severina H.; Krolenko K.; Borysov O.; Abu Sharkh A.; Vlasov V.; Georgiyants V.
Crystal structure and Hirshfeld surface analysis of di-μ-chlorido-bis[(acetonitrile-κN)chlorido(ethyl 5-methyl-1H-pyrazole-3-carboxylate-κ2N2,O)copper(II)]

Acta Cryst. 2021, 77 1153-1157

DOI: 10.1107/S2056989021010653

Vynohradov O.; Pavlenko V.; Kucheriv O.; Golenya I.; Petlovanyi D.; Shova S.
Highly efficient synthesis and NMR features of novel fused pyrimidothiazinium trihalogenides

J. Heterocycl. Chem. 2021, 59 (2), 329-340

DOI: 10.1002/jhet.4387

Onysko M.; Svalyavin O.; Slivka M.; Slivka M.; Baumer V.; Lendel V.
In silico mechanistic model of microtubule assembly inhibition by selective chromone derivatives

J. Mol. Struct. 2021, 1241, 130633

DOI: 10.1016/j.molstruc.2021.130633

Rayevsky A.; Sharifi M.; Samofalova D.; Demchuk O.; Karpov P.; Blume Y.
Emerging Building Blocks for Medicinal Chemistry: Recent Synthetic Advances

Eur. J. Org. Chem. 2021, 2021 (47), 6478-6510

DOI: 10.1002/ejoc.202100857

Grygorenko O.; Volochnyuk D.; Vashchenko B.
4-(N-Boc-amino)-1Н-1,2,3-triazolecarbothioamides in the synthesis of a new heterocyclic [1,2,3]triazolo[4,5-e][1,4]thiazepine system

Chem. Heterocycl. Compd. 2021, 57 (7-8), 841-847

DOI: 10.1007/s10593-021-02989-1

Syrota N.; Kemskiy S.; Bol’but A.; Chernobaev I.; Liavinets O.; Vovk M.
Bicyclic Pyrrolidines for Medicinal Chemistry via [3 + 2]-Cycloaddition

J. Org. Chem. 2021, 86 (19), 13289–13309

DOI: 10.1002/slct.202001243

Savych V.; Mykhalchuk V.; Melnychuk P.; Isakov A.; Savchuk T.; Timoshenko V.; Siry S.; Pavlenko S.; Kovalenko D.; Hryshchuk O.; Reznik V.; Chalyk B.; Yarmolchuk V.; Rusanov E.
Scalable Approach to Fluorinated Heterocycles with Sulfur Tetrafluoride (SF4)

J. Org. Chem. 2021, 86 (17), 12181–12198

DOI: 10.1021/acs.joc.1c01518

Trofymchuk S.; Bugera M.; Klipkov A.; Ahunovych V.; Razhyk B.; Semenov S.; Boretskyi A.; Tarasenko K.; Mykhailiuk P.
Fluorine-Labelled Spiro[3.3]heptane-Derived Building Blocks: Is Single Fluorine the Best?

Eur. J. Org. Chem. 2021, 2021 (35), 4897-4910

DOI: 10.1002/ejoc.202100804

Malashchuk A.; Chernykh A.; Dobrydnev A.; Grygorenko O.
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 (1), 1651-1658

DOI: 10.1080/14756366.2021.1955874

Lukin A.; Bakholdina A.; Chudinov M.; Onopchenko O.; Zhuravel E.; Zozulya S.; Gureev M.; Krasavin M.
Functional Effects In Silico Prediction for Androgen Receptor Ligand-Binding Domain Novel I836S Mutation

Life 2021, 11(7), 659

DOI: 10.3390/life11070659

Rayevsky A.; Sirokha D.; Samofalova D.; Lozhko D.; Gorodna O.; Prokopenko I.; Livshits L.
In Vivo Behavior of the Antibacterial Peptide Cyclo[RRRWFW], Explored Using a 3-Hydroxychromone-Derived Fluorescent Amino Acid

Front. Chem. 2021, 9

DOI: 10.3389/fchem.2021.688446

Afonin S.; Koniev S.; Préau L.; Takamiya M.; Strizhak A.; Babii O.; Hrebonkin A.; Pivovarenko V.; Dathe M.; le Noble F.; Rastegar S.; Strähle U.; Ulrich A.; Komarov I.
Ring-closure reactions of functionalized vinyl sulfonamides

Chem. Heterocycl. Compd. 2021, 57 (6), 630-632

DOI: 10.1007/s10593-021-02960-0

Dodrydnev A.; Omelian T.
Addition reaction of various azoles to perfluoromethyl vinyl ether

Chem. Heterocycl. Compd. 2021, 57 (6), 666-671

DOI: 10.1007/s10593-021-02965-9

Petko K.; Filatov A.
Large-Scale Synthesis and Modifications of Bicyclo[1.1.1]pentane-1,3-dicarboxylic Acid (BCP)

J. Org. Chem. 2021, 86 (20), 14061–14068

DOI: 10.1021/acs.joc.1c00977

Ripenko V.; Vysochyn D.; Klymov I.; Zhersh S.; Mykhailiuk P.
Genetically-encoded discovery of proteolytically stable bicyclic inhibitors for morphogen NODAL

Chem Sci 2021, 12(28), 9694‑9703

DOI: 10.1039/d1sc01916c

Wong J. Y.; Mukherjee R.; Miao J.; Bilyk O.; Triana V.; Miskolzie M.; Henninot A.; Dwyer J.; Kharchenko S.; Iampolska A.; Volochnyuk D.; Lin Y.; Postovit L.; Derda R.
Third Generation Buchwald Precatalysts with XPhos and RuPhos: Multigram Scale Synthesis, Solvent-Dependent Isomerization of XPhos Pd G3 and Quality Control by 1H- and 31P-NMR Spectroscopy

Molecules 2021, 26(12), 3507

DOI: 10.3390/molecules26123507

Sotnik S.; Mishchenko A.; Rusanov E.; Kozytskiy A.; Gavrilenko K.; Ryabukhin S.; Volochnyuk D.; Kolotilov S.
Heteroaliphatic Dimethylphosphine Oxide Building Blocks: Synthesis and Physico-Chemical Properties

Eur. J. Org. Chem. 2021, 2021 (47), 6591‑6603

DOI: 10.1002/ejoc.202100581

Fedyk A.; Slobodyanyuk E.; Stotska O.; Vashchenko B.; Volochnyuk D.; Sibgatulin D.; Tolmachev A.; Grygorenko O.
Selective α-Methylation of Ketones

J. Org. Chem. 2021, 86 (11), 7333-7346

DOI: 10.1021/acs.joc.1c00148

Frolov A.; Ostapchuk E.; Pashenko A.; Chuchvera Y.; Rusanov E.; Volochnyuk D.; Ryabukhin S.
Modelling of an autonomous Nav1.5 channel system as a part of in silico pharmacology study

J. Mol. Model. 2021, 27 (6), 182

DOI: 10.1007/s00894-021-04799-w

Rayevsky A.; Samofalova D.; Maximyuk O.; Platonov M.; Hurmach V.; Ryabukhin S.; Volochnyuk D.
Efficient synthesis of seven-membered Aza-sultams: Heterofused amino-1,2,4-thiadiazepine dioxides

Tetrahedron 2021, 88, 132149

DOI: 10.1016/j.tet.2021.132149

Hys V.; Milokhov D.; Keda T.; Omelchenko I.; Konovalova I.; Shishkina S.; Volovenko Y.
Evaluation of anticonvulsant activity of dual COX-2/5-LOX inhibitor darbufelon and its novel analogues

Sci. Pharm. 2021, 89(2), 22

DOI: 10.3390/scipharm89020022

Mishchenko M.; Shtrygol’ S.; Lozynskyi A.; Khomyak S.; Novikov V.; Karpenko O.; Holota S.; Lesyk R.
Cu-Catalyzed Pyridine Synthesis via Oxidative Annulation of Cyclic Ketones with Propargylamine

J. Org. Chem. 2021, 86 (11), 7315-7325

DOI: 10.1021/acs.joc.0c03038

Sotnik S.; Subota A.; Kliuchynskyi A.; Yehorov D.; Lytvynenko A.; Rozhenko A.; Kolotilov S.; Ryabukhin S.; Volochnyuk D.
Functionalized 5-Amino-4-cyanoxazoles, their Hetero- and Macrocyclic Derivatives: Preparation and Synthetic Applications

Eur. J. Org. Chem. 2021, 2021 (47), 6511‑6523

DOI: 10.1002/ejoc.202100412

Merzhyievskyi D.; Shablykin O.; Shablykina O.; Kozytskiy A.; Rusanov E.; Moskvina V.; Brovarets V.
4-(Di-/Trifluoromethyl)-2-heterabicyclo[2.1.1]hexanes: Advanced Fluorinated Phenyl Isosteres and Proline analogues

Eur. J. Org. Chem. 2021, 2021 (47), 6580-6590

DOI: 10.1002/ejoc.202100414

Homon A.; Hryshchuk O.; Mykhailenko O.; Vashchenko B.; Melnykov K.; Michurin O.; Daniliuc C.; Gerus I.; Kovtunenko V.; Kondratov I.; Grygorenko O.
Multigram Synthesis of Advanced 6,6-Difluorospiro[3.3]heptane-derived Building Blocks

Eur. J. Org. Chem. 2021, 2021 (47), 6541-6550

DOI: 10.1002/ejoc.202000432

Olifir O.; Chernykh A.; Dobrydnev A.; Grygorenko O.; Moroz Y.; Voitenko Z.; Radchenko D.
Nature of Fast Relaxation Processes and Spectroscopy of a Membrane-Active Peptide Modified with Fluorescent Amino Acid Exhibiting Excited State Intramolecular Proton Transfer and Efficient Stimulated Emission

ACS Omega 2021, 6 (15), 10119–10128

DOI: 10.1021/acsomega.1c00193

Shaydyuk Y.; Bashmakova N.; Dmytruk A.; Kachkovsky O.; Koniev S.; Strizhak A.; Komarov I.; Belfield K.; Bondar M.; Babii O.
One-pot parallel synthesis of 1,3,5-trisubstituted 1,2,4-triazoles

Mol. Divers. 2021

DOI: 10.1007/s11030-021-10218-2

Radchenko D.; Naumchyk V.; Dziuba I.; Kyrylchuk A.; Gubina K.; Moroz Y.; Grygorenko O.
A Diversity-Oriented Approach to Large Libraries of Artificial Macrocycles

Eur. J. Org. Chem. 2021, 2021 (17), 2313-2330

DOI: 10.1002/ejoc.202100195

Kharchenko S.; Iampolska A.; Radchenko D.; Vashchenko B.; Voitenko Z.; Grygorenko O.
An alternative approach to the synthesis of [1,2,4]triazolo[1,5-a]pyridine-8-carbonitriles, their crystal structure, and DFT calculations

J. Heterocycl. Chem. 2021, 58 (6), 1278-1285

DOI: 10.1002/jhet.4256

Khomenko D.; Shokol T.; Doroshchuk R.; Starova V.; Raspertova I.; Shova S.; Lampeka R.; Volovenko Y.
A Beckmann rearrangement initiated by trifluoromethanesulfonic anhydride in the synthesis of compounds containing a new pyrazolo[3',4':5,6]pyrido[3,2-b]azepine heterocyclic system

Chem. Heterocycl. Compd. 2021, 57 (2), 199-206

DOI: 10.1007/s10593-021-02893-8

Yakovenko G.; Yagodkina-Yakovenko M.; Suykov S.; Vovk M.
A multi-pronged approach targeting SARS-CoV-2 proteins using ultra-large virtual screening

iScience 2021, 24 (2), 102021

DOI: 10.1016/j.isci.2020.102021

Gorgulla C.; Padmanabha Das K.; Leigh K.; Cespugli M.; Fischer P.; Wang Z.; Tesseyre G.; Pandita S.; Shnapir A.; Calderaio A.; Gechev M.; Rose A.; Lewis N.; et al.
Versatile Reactivity of Mn(II) Complexes in Reactions with N-Donor Heterocycles: Metamorphosis of Labile Homometallic Pivalates vs. Assembling of Endurable Heterometallic Acetates

Molecules 2021, 26 (4), 1021

DOI: 10.3390/molecules26041021

Polunin R.; Evstifeev I.; Cador O.; Golhen S.; Gavrilenko K.; Lytvynenko A.; Efimov N.; Minin V.; Bogomyakov A.; Ouahab L.; Kolotilov S.; Kiskin M.; Eremenko I.
Effect of Charge Distribution in a Modified tRNA Substrate on Pre-Reaction Protein-tRNA Complex Geometry

ACS Omega 2021, 6 (6), 4227-4235

DOI: 10.1021/acsomega.0c05143

Rayevsky A.; Sharifi M.; Demianenko E.; Volochnyuk D.; Tukalo M.
Synthesis of Furoneoflavones Modified by Coumarin and (HET)Aroyl Substituents

Chem. Nat. Compd. 2021, 57 (1), 33-37

DOI: 10.1007/s10600-021-03275-4

Shokol T.; Moskvina V.; Hlibov Y.; Frasinyuk M.; Khilya V.
Efficient Route for the Synthesis of Diverse Heteroannelated 5-Cyanopyridines

Synthesis 2021, 53 (12), 2133-2141

DOI: 10.1055/a-1360-9852

Mityuk A.; Hrebonkin A.; Lebed P.; Grabchuk G.; Volochnyuk D.; Ryabukhin S.
Fluoroalkyl-Containing 1,2-Disubstituted Cyclobutanes: Advanced Building Blocks for Medicinal Chemistry

Eur. J. Org. Chem. 2021, 2021 (1), 87-95

DOI: 10.1002/ejoc.202001345

Demchuk O.; Hryshchuk O.; Vashchenko B.; Trofymchuk S.; Melnykov K.; Skreminskiy A.; Volochnyuk D.; Grygorenko O.
Citraconic acid and its anhydride-based hetero-Diels–Alder reactions in the synthesis of new thiopyrano[2,3-d][1,3]thiazole derivatives

Synth. Commun. 2021, 51 (6), 964-970

DOI: 10.1080/00397911.2020.1867868

Zelisko N.; Karpenko O.; Muzychenko V.; Gzella A.; Lesyk R.
Cyclosulfenylation of N-(1(2)-naphthyl) styrylacetamides as a synthetic route to 4(2)-arylthio naphtho[1,2-b]([2,1-b])azepin-2(4)-ones

J. Sulphur Chem. 2021, 42 (3), 264-280

DOI: 10.1080/17415993.2020.1855431

Danyliuk I.; Vaskevych A.; Vaskevych R.; Rusanov E.; Vovk M.
Synthesis of 4-heteryl-substituted derivatives of methylpyrazolo[1,5-a]pyrazine-4-carboxylates

Chem. Heterocycl. Compd. 2020, 56 (12), 1554-1559

DOI: 10.1007/s10593-020-02849-4

Tsizorik N.; Hrynyshyn Y.; Musiychuk A.; Bol’but A.; Nechayev M.; Vovk M.
Fluorinated Pyrazoles: From Synthesis to Applications

Chem. Rev. 2021, 121 (3), 1670–1715

DOI: 10.1021/acs.chemrev.0c01015

Mykhailiuk P.
Chemography: Searching for Hidden Treasures

J. Chem. Inf. Model. 2021, 61 (1), 179-188

DOI: 10.1021/acs.jcim.0c00936

Zabolotna Y.; Lin A.; Horvath D.; Marcou G.; Volochnyuk D.; Varnek A.
Pharmacological inhibition of syntenin PDZ2 domain impairs breast cancer cell activities and exosome loading with syndecan and EpCAM cargo

J. Extracell. Vesicles 2020, 10 (2), e12039

DOI: 10.1002/jev2.12039

Leblanc R.; Kashyap R.; Barral K.; Egea-Jimenez A. L.; Kovalskyy D.; Feracci M.; Garcia M.; Derviaux C.; Betzi S.; Ghossoub R.; Platonov M.; Roche P.; Morelli X.; Hoffer L.; Zimmermann P.
Synthesis of α-spirocyclic pyrrolidines

Chem. Heterocycl. Compd. 2020, 56 (11), 1411-1413

DOI: 10.1007/s10593-020-02829-8

Melnykov K.; Ryabukhin S.

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