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  • Synthesis of Fused Imidazoles and Benzothiazoles from (Hetero)Aromatic ortho-Diamines or ortho-Aminothiophenol and Aldehydes Promoted by Chlorotrimethylsilane

Publications

Building the Housane: Diastereoselective Synthesis and Characterization of Bicyclo[2.1.0]pentane Carboxylic Acids

J. Org. Chem. 2019, in press

DOI: 10.1021/acs.joc.9b03044

Semeno V.; Vasylchenko V.; Vashchenko B.; Lutsenko D.; Iminov R.; Volovenko O.; Grygorenko O.
Far Away from Flatland. Synthesis and Molecular Structure of Dihetera[3.3.n]propellanes and Trihetera[3.3.n]propellanes: Advanced Analogues of Morpholine/Piperazine

J. Org. Chem. 2019, 84 (21), 13908-13921

DOI: 10.1021/acs.joc.9b02067

Sokolenko Y.; Yurov Y.; Vashchenko B.; Hryshchuk O.; Filimonova Y.; Ostapchuk E.; Artemenko A.; Zaremba O.; Grygorenko O.
Regioselective Synthesis of Functionalized 3- or 5-Fluoroalkyl Isoxazoles and Pyrazoles from Fluoroalkyl Ynones and Binucleophiles

J. Org. Chem. 2019, 84 (23), 15212-15225

DOI: 10.1021/acs.joc.9b02258

Chalyk B.; Khutorianskyi A.; Lysenko A.; Fil Y.; Kuchkovska Y.; Gavrilenko K.; Bakanovych I.; Moroz Y.; Gorlova A.; Grygorenko O.
Hetaryl-substituted bicyclo[1.1.1]pentanes

Chem. Heterocycl. Compd. 2019, 55 (10), 933‑935

DOI: 10.1007/s10593-019-02558-7

Grygorenko O.; Kokhan S.
Multigram Synthesis and C−C/C−N Couplings of Functionalized 1,2‐Disubstituted Cyclopropyltrifluoroborates

Adv. Synth. Catal. 2019, 361 (23), 5428-5439

DOI: 10.1002/adsc.201900879

Hryshchuk O.; Yurov Y.; Tymtsunik A.; Kovtunenko V.; Komarov I.; Grygorenko O.
Convenient Access to Conformationally Rigid Sultams

Org. Lett. 2019, 21 (22), 8909-8914

DOI: 10.1021/acs.orglett.9b03080

Dibchak D.; Shcherbacova V.; Denisenko A.; Mykhailiuk P.
Difluoro-Substituted Bicyclo[1.1.1]pentanes for Medicinal Chemistry: Design, Synthesis, and Characterization

J. Org. Chem. 2019, 84 (23), 15106-15117

DOI: 10.1021/acs.joc.9b01947

Bychek R.; Hutskalova V.; Bas J.; Zaporozhets O.; Zozulia S.; Levterov V.; Mykhailiuk P.
Cascade reactions for constructing heterocycles containing a pyrimidino-pyrazino-pyrimidine core using 1,2,4-triazole scaffolds

Tetrahedron Lett. 2019, 60 (39)

DOI: 10.1016/j.tetlet.2019.151089

Khomenko D.; Doroshchuk R.; Raspertova I.; García López J.; López Ortiz F.; Shova S.; Iegorov O.; Lampeka R.
Hindered dialkyl ether synthesis with electrogenerated carbocations

Nature 2019, 573 (7774), 398-402

DOI: 10.1038/s41586-019-1539-y

Xiang J.; Shang M.; Kawamata Y.; Lundberg H.; Reisberg S.; Chen M.; Mykhailiuk P.; Beutner G.; Collins M.; Davies A.; Del Bel M.; Gallego G.; Spangler J.; Starr J.; Yang S.; Blackmond D.; Baran P.
SAR by space: Enriching hit sets from the chemical space

Molecules 2019, 24 (17), 3096

DOI: 10.3390/molecules24173096

Klingler F.; Gastreich M.; Grygorenko O.; Savych O.; Borysko P.; Griniukova A.; Gubina K.; Lemmen C.; Moroz Y.
Saturated spirocyclic nitrogen-containing heterocycles with gem-difluorocycloalkane moieties

Chem. Heterocycl. Compd. 2019, 55 (8), 692‑694

DOI: 10.1007/s10593-019-02521-6

Grygorenko O.; Melnykov K.
Piperidines decorated by small (cyclo)alkyl substituents

Chem. Heterocycl. Compd. 2019, 55 (7), 601-603

DOI: 10.1007/s10593-019-02503-8

Subota A.; Volochnyuk D.
Robust and Scalable Approach to 1,3-Disubstituted Pyridylcyclobutanes

Eur. J. Org. Chem. 2019, (34), 5937-5949

DOI: 10.1002/ejoc.201901001

Demchuk O.; Hryshchuk O.; Vashchenko B.; Radchenko D.; Kovtunenko V.; Komarov I.; Grygorenko O.
Formation of 10/12/14‐Membered Rings is Favored over 5/6/7‐Membered. An Unexpected Result from Oxazole Chemistry

Eur. J. Org. Chem. 2019, (30), 4962-4967

DOI: 10.1002/ejoc.201900914

Slobodyanyuk E.; Berezowska Y.; Solomin V.; Volochnyuk D.; Rozhenko A.; Ryabukhin S.; Grygorenko O.
The Boron‐Wittig Olefination of Aldehydes and Ketones with Bis[(pinacolato)boryl]methane: an Extended Reaction Scope

Eur. J. Org. Chem. 2019, (33), 5624-5635

DOI: 10.1002/ejoc.201900648

Kovalenko M.; Yarmoliuk D.; Serhiichuk D.; Chernenko D.; Smyrnov V.; Breslavskyi A.; Hryshchuk O.; Kleban I.; Rassukana Y.; Tymtsunik A.; Tolmachev A.; Kuchkovska Y.; Grygorenko O.
Synthesis and cytotoxicity of new 2-oxo-7-phenyl-2,3-dihydrothiazolo[4,5-b]pyridine-5-carboxylic acid amides

Phosphorus, Sulfur, Silicon Relat. Elem. 2019, 194 (12), 1149-1157

DOI: 10.1080/10426507.2019.1633318

Lozynskyi A.; Zimenkovsky B.; Ivasechko I.; Senkiv J.; Gzella A.; Karpenko O.; Stoika R.; Lesyk R.
CoII Complexes with a Tripyridine Ligand, Containing a 2,6-Di-tertbutylphenolic Fragment: Synthesis, Structure, and Formation of Stable Radicals

ACS Omega 2019, 4 (1), 203-213

DOI: 10.1021/acsomega.8b02595

Dorofeeva V.; Pavlishchuk A.; Kiskin M.; Efimov N.; Minin V.; Lytvynenko A.; Gavrilenko K.; Kolotilov S.; Novotortsev V.; Eremenko I.
3-Functional substituted 4-trifluoromethyl tetrahydrothiophenes via [3 + 2]-cycloaddition reactions

J. Sulfur Chem. 2019, 40 (6), 629-640

DOI: 10.1080/17415993.2019.1633326

Markitanov Y.; Timoshenko V.; Rudenko T.; Rusanov E.; Shermolovich Y.
Reaction of β-alkoxyvinyl α-ketoesters with acyclic NCN binucleophiles – scalable approach to novel functionalized pyrimidines

Tetrahedron 2019, 75 (25), 3472-3478

DOI: 10.1016/j.tet.2019.05.005

Stepaniuk O.; Rudenko T.; Vashchenko B.; Matvienko V.; Kondratov I.; Tolmachev A.; Grygorenko O.
Synthesis of 2,2-disubstituted spirocyclic pyrrolidines by intramolecular Dieckmann condensation

Eur. J. Org. Chem. 2019, (22), 3553-3559

DOI: 10.1002/ejoc.201801750

Fominova K.; Diachuk T.; Sadkova I.; Mykhailiuk P.
Thiazolidinone/thiazole based hybrids - New class of antitrypanosomal agents

Eur. J. Med. Chem. 2019, 174, 292-308

DOI: 10.1016/j.ejmech.2019.04.052

Kryshchyshyn A.; Kaminskyy D.; Karpenko O.; Gzella A.; Grellier P.; Lesyk R.
N-Difluoromethylation of monosubstituted polydentate azoles

Chem. Heterocycl. Compd. 2019, 55 (4-5), 359-366

DOI: 10.1007/s10593-019-02465-x

Petko K.; Sokolenko T.; Filatov A.; Polovinko V.; Rusanov E.; Dudko V.; Yagupolskii Y.
A new method for the construction of [1,2,4]triazolo[1,5-a]pyridine system

Chem. Heterocycl. Compd. 2019, 55 (4-5), 367-373

DOI: 10.1007/s10593-019-02466-w

Kovtunenko V.; Potikha L.; Shelepyuk A.; Tarasiuk T.
Cationic ring contraction of seven-membered cycle of 3,4-dihydro-2H-1,5-benzoxathiepine derivatives

Chem. Heterocycl. Compd. 2019, 55 (4-5), 416-420

DOI: 10.1007/s10593-019-02474-w

Tarasiuk T.; Shyshkina O.; Potikha L.; Volovenko Y.
Expanding the chemical space of sp3-enriched 4,5-disubstituted oxazoles via synthesis of novel building blocks

Chem. Heterocycl. Compd. 2019, 55 (4-5), 421-434

DOI: 10.1007/s10593-019-02475-9

Slobodyanyuk E.; Andriienko A.; Vashchenko B.; Volochnyuk D.; Ryabukhin S.; Grygorenko O.
N-Boc-4-aminopyrazole-5-carbaldehydes in Friendländer synthesis of pyrazolo[4,3-b]pyridines

Chem. Heterocycl. Compd. 2019, 55 (4-5), 379-385

DOI: 10.1007/s10593-019-02468-8

Yakovenko G.; Lukianov O.; Bol’but A.; Vovk M.
An approach to the synthesis of 3-substituted piperidines bearing partially fluorinated alkyl groups

J. Fluorine Chem. 2019, 224, 61-66

DOI: 10.1016/j.jfluchem.2019.05.006

Subota A.; Ryabukhin S.; Gorlova A.; Grygorenko O.; Volochnyuk D.
Multigram Synthesis of Functionalized Spirocyclic Diazirines

Eur. J. Org. Chem. 2019, (23), 3744-3750

DOI: 10.1002/ejoc.201900485

Martyloga O.; Myronenko A.; Tkachenko A.; Matvienko V.; Kuchkovska Y.; Grygorenko O.
Scalable and Straightforward Synthesis of All Isomeric (Cyclo)alkylpiperidines

Eur. J. Org. Chem. 2019 (22), 3636-3648

DOI: 10.1002/ejoc.201900450

Subota A.; Lutsenko A.; Vashchenko B.; Volochnyuk D.; Levchenko V.; Dmytriv Y.; Rusanov E.; Gorlova A.; Ryabukhin S.; Grygorenko O.
Novel (2-amino-4-arylimidazolyl)propanoic acids and pyrrolo[1,2-c]imidazoles via the domino reactions of 2-amino-4-arylimidazoles with carbonyl and methylene active compounds

Beilstein J. Org. Chem. 2019, 15, 1032-1045

DOI: 10.3762/bjoc.15.101

Lipson V.; Pavlovska T.; Svetlichnaya N.; Poryvai A.; Gorobets N.; Van Der Eycken E.; Konovalova I.; Shiskina S.; Borisov A.; Musatov V.; Mazepa A.
Synthesis of Novel 3 a-Substituted Tetrahydro-1H-1λ6 -pyrrolo[1,2-b]isothiazole-1,1,3(2H)-triones through the CSIC Reaction

ChemistrySelect 2019, 4 (17), 4933-4937

DOI: 10.1002/slct.201900650

Omelian T.; Dobrydnev A.; Ostapchuk E.; Volovenko Y. M.
Pd-Catalyzed directed CH-(hetero)arylation of cyclic α-amino acids: effects of substituents and the ring size

Org. Biomol. Chem. 2019, 17, 4342-4349

DOI: 10.1039/c9ob00393b

Hutskalova V.; Mykhailiuk P.
Scalable Synthesis of Biologically Relevant Spirocyclic Pyrrolidines

ACS Omega 2019, 4 (4), 7498-7515

DOI: 10.1021/acsomega.9b00896

Melnykov K.; Artemenko A.; Ivanenko B.; Sokolenko Y.; Nosik P.; Ostapchuk E.; Grygorenko O.; Volochnyuk D.; Ryabukhin S.
Recent advances in (hetero)cyclizations of N-vinylazoles

Chem. Heterocycl. Compd. 2019, 55 (3), 196‑198

DOI: 10.1007/s10593-019-02440-6

Grygorenko O.; Nosik P.
Last of the gem-Difluorocycloalkanes: Synthesis and Characterization of 2,2-Difluorocyclobutyl-Substituted Building Blocks

J. Org. Chem. 2019, 84 (13), 8487-8496

DOI: 10.1021/acs.joc.9b00719

Chernykh A.; Melnykov K.; Tolmacheva N.; Kondratov I.; Radchenko D.; Daniliuc C.; Volochnyuk D.; Ryabukhin S.; Kuchkovska Y.; Grygorenko O.
A Radical Approach to Anionic Chemistry: Synthesis of Ketones, Alcohols, and Amines

J. Am. Chem. Soc. 2019, 141 (16), 6726-6739

DOI: 10.1021/jacs.9b02238

Ni S.; Padial N.; Kingston C.; Vantourout J.; Schmitt D.; Edwards J.; Kruszyk M.; Merchant R.; Mykhailiuk P.; Sanchez B.; Yang S.; Perry M.; Gallego G.; Mousseau J.; Collins M.; Cherney R.; Lebed P.; Chen J.; Qin T.; Baran P.
N-Difluorocyclopropyl-Substituted Pyrazoles: Synthesis and Reactivity

Eur. J. Org. Chem. 2019, (27), 4311-4319

DOI: 10.1002/ejoc.201900123

Nosik P.; Poturai A.; Pashko M.; Melnykov K.; Ryabukhin S.; Volochnyuk D.; Grygorenko O.
General, Practical and Selective Oxidation Protocol for CF3S into CF3S(O) Group

Molecules 2019, 24 (7), 1249

DOI: 10.3390/molecules24071249

Sokolenko L.; Orlova R.; Filatov A.; Yagupolskii Y.; Magnier E.; Pegot B.; Diter P.
Synthesis, Modification, and Anticonvulsant Activity of 3′-R1 - Spiro[indoline-3,6′-[1,2,4]triazino[2,3-c]quinazolin]-2,2′(7′H)-diones Derivatives

J. Heterocycl. Chem. 2019, 56 (5), 1605-1612

DOI: 10.1002/jhet.3541

Voskoboynik O.; Kolomoets O.; Nosulenko I.; Berest G.; Bilyi A.; Karpenko O.; Belenichev I.; Kovalenko S.
Efficient method for the synthesis of novel substituted thieno[2,3-d]pyrimidine-4-carboxylic acids, their derivatization, and antimicrobial activity

Chem. Heterocycl. Compd. 2019, 55 (2), 184‑188

DOI: 10.1007/s10593-019-02437-1

Vlasova O.; Krolenko K.; Nechayev M.; Shynkarenko P.; Kabachnyy V.; Vlasov S.
Synthesis of 4-polyfluoroalkyl-1,3-dithiolanes via [3+2] cycloaddition of thiocarbonyl ylide to polyfluoroalkanethioamides

Chem. Heterocycl. Compd. 2019, 55 (2), 189‑192

DOI: 10.1007/s10593-019-02438-0

Mykhaylychenko S.; Markitanov Y.; Rudenko T.; Rusanov E.; Shermolovich Y.
Synthesis of 1-hetaryl-2,2-difluorocyclopropane-derived building blocks: the case of pyrazoles

J. Fluorine Chem. 2019, 217, 80-89

DOI: 10.1016/j.jfluchem.2018.11.006

Nosik P.; Ryabukhin S.; Pashko M.; Grabchuk G.; Grygorenko O.; Volochnyuk D.
Decoration of 1,3-oxazole by alkyl substituents via CH activation

Chem. Heterocycl. Compd. 2019, 55 (3), 202‑204

DOI: 10.1007/s10593-019-02442-4

Slobodyanyuk E.; Volochnyuk D.
Access to Unprotected β-Fluoroalkyl β-Amino Acids and Their α-Hydroxy Derivatives

Org. Lett. 2019, 21 (7), 2340-2345

DOI: 10.1021/acs.orglett.9b00622

Sukach V.; Melnykov S.; Bertho S.; Diachenko I.; Retailleau P.; Vovk M.; Gillaizeau I.
Saturated bioisosteres of benzene: where to go next?

Org. Biomol. Chem. 2019, 17 (11), 2839-2849

DOI: 10.1039/c8ob02812e

Mykhailiuk P.
Pros and cons of virtual screening based on public "Big Data": In silico mining for new bromodomain inhibitors

Eur. J. Med. Chem. 2019, 165, 258-272

DOI: 10.1016/j.ejmech.2019.01.010

Casciuc I.; Horvath D.; Gryniukova A.; Tolmachova K.; Vasylchenko O.; Borysko P.; Moroz Y.; Bajorath J.; Varnek A.
Electrochemical C(sp3)-H Fluorination

Synlett 2019, 30 (10), 1178-1182

DOI: 10.1055/s-0037-1611737

Takahira Y.; Chen M.; Kawamata Y.; Mykhailiuk P.; Nakamura H.; Peters B.; Reisberg S.; Li C.; Chen L.; Hoshikawa T.; Shibuguchi T.; Baran P.
Absorption- and Excitation-Modulated Luminescence of Pr3+, Nd3+, and Lu3+ Compounds with Dianions of Tetrafluoroterephthalic and Camphoric Acids

ACS Omega 2019, 4 (2), 2669−2675

DOI: 10.1021/acsomega.8b02388

Mikhalyova E.; Khomenko O.; Gavrilenko K.; Dotsenko V.; Addison A.; Pavlishchuk V.
Sulfonimidamides and Imidosulfuric Diamides: Compounds from an Underexplored Part of Biologically Relevant Chemical Space

Chemistry 2019, 25 (28), 6928-6940

DOI: 10.1002/chem.201900440

Zasukha S.; Timoshenko V.; Tolmachev A.; Pivnytska V.; Gavrylenko O.; Zhersh S.; Shermolovich Y.; Grygorenko O.
Quaternary Centers by Nickel-Catalyzed Cross-Coupling of Tertiary Carboxylic Acids and (Hetero)Aryl Zinc Reagents

Angew. Chem. Int. Ed. 2019, 58 (8), 2454-2458

DOI: 10.1002/anie.201814524

Chen T.; Zhang H.; Mykhailiuk P.; Merchant R.; Smith C.; Qin T.; Baran P.

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