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Your search keyword '"Volochnyuk, Dmitriy M."' showing total 15 results
Start Over Author "Volochnyuk, Dmitriy M." Journal the journal of organic chemistry
15 results on '"Volochnyuk, Dmitriy M."'

3. Reductive Recyclization of sp3-Enriched Functionalized Isoxazolines into α-Hydroxy Lactams

Author

Chalyk, Bohdan A., primary, Khutorianskyi, Andrii V., additional, Vashchenko, Bohdan V., additional, Danyleiko, Kyrylo, additional, Grynyova, Anastasiia, additional, Osipova, Anastasiia O., additional, Kozytskiy, Andriy, additional, Syniuchenko, Darya, additional, Tsymbaliuk, Anton, additional, Gavrilenko, Konstantin S., additional, Biitseva, Angelina V., additional, Volochnyuk, Dmitriy M., additional, Komarov, Igor V., additional, and Grygorenko, Oleksandr O., additional

Published
2021
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4. Trifluoromethyl Vinamidinium Salt as a Promising Precursor for Fused β-Trifluoromethyl Pyridines

Author

Mityuk, Andrii P., Kiriakov, Oleksandr M., Tiutiunnyk, Vladislav V., Lebed, Pavlo S., Grabchuk, Galyna P., Rusanov, Eduard B., Volochnyuk, Dmitriy M., and Ryabukhin, Sergey V.

Abstract

An efficient chlorotrimethylsilane-promoted synthetic protocol for the preparation of functionalized fused β-trifluoromethyl pyridines by cyclization of electron-rich aminoheterocycles or substituted anilines with a trifluoromethyl vinamidinium salt was developed. The efficient and scalable approach for producing represented trifluoromethyl vinamidinium salt demonstrated huge prospects for further use. The structure specificities of the trifluoromethyl vinamidinium salt and their impact on the reaction progress were determined. The procedure’s scope and alternative ways of the reaction were investigated. The possibility of increasing the reaction scale up to 50 g and further modification of obtained products was shown. A minilibrary of potential fragments for 19F NMR-based fragment-based drug discovery (FBDD) was synthesized.

Published
2023
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5. Selective α-Methylation of Ketones

Author

Frolov, Andriy I., primary, Ostapchuk, Eugeniy N., additional, Pashenko, Alexander E., additional, Chuchvera, Yaroslav O., additional, Rusanov, Eduard B., additional, Volochnyuk, Dmitriy M., additional, and Ryabukhin, Sergey V., additional

Published
2021
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9. Last of the gem-Difluorocycloalkanes: Synthesis and Characterization of 2,2-Difluorocyclobutyl-Substituted Building Blocks

Author

Chernykh, Anton V., primary, Melnykov, Kostiantyn P., additional, Tolmacheva, Nataliya A., additional, Kondratov, Ivan S., additional, Radchenko, Dmytro S., additional, Daniliuc, Constantin G., additional, Volochnyuk, Dmitriy M., additional, Ryabukhin, Sergey V., additional, Kuchkovska, Yuliya O., additional, and Grygorenko, Oleksandr O., additional

Published
2019
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10. Reductive Recyclization of sp3-Enriched Functionalized Isoxazolines into α-Hydroxy Lactams

Author

Chalyk, Bohdan A., Khutorianskyi, Andrii V., Vashchenko, Bohdan V., Danyleiko, Kyrylo, Grynyova, Anastasiia, Osipova, Anastasiia O., Kozytskiy, Andriy, Syniuchenko, Darya, Tsymbaliuk, Anton, Gavrilenko, Konstantin S., Biitseva, Angelina V., Volochnyuk, Dmitriy M., Komarov, Igor V., and Grygorenko, Oleksandr O.

Abstract

An efficient synthesis (up to a 200 g scale) of 3-hydroxypyrrolidin-2-ones bearing alkyl substituents or functional groups at the C-5 position is described. The reaction sequence started from 1,3-dipolar cycloaddition of in situgenerated nitrile oxides with (meth-)acrylates into 3-substituted isoxazoline-5-carboxylates. The catalytic hydrogenolysis of the isoxazoline N–O bond was optimal upon using H2(1 atm) at rt, with the following order of the catalyst activity: Pd–C > Pd(OH)2–C > Pt–C. The reactions with Pt–C were more selective for the synthesis of pyrrolidones, while Pd–C provided the fastest conversion rates. The stirring efficiency had a positive impact on conversion rather than elevated temperatures (up to 40 °C) or pressure (up to 50 atm). The diastereoselectivity was governed mainly by steric factors, with a dr of 1:1 to 3:1 (cis-and trans-isomers could be separated). Higher homologues (isoxazolinylacetates and -propanoates) were suitable for the synthesis of 6- or 7-substituted 4-hydroxypiperidones and 5-hydroxyazepanones, respectively. The proposed methods are tolerant to functional groups, including CF3(but not CHF2or CH2Cl), ester, and most N-Boc-protected amines. The utility of hydroxyl groups in lactams was shown by functional group transformations. Hydrogenolysis of C(5)-functionalized isoxazolines, bearing trimethylsilyl, phosphonate, or sulfone groups, was also studied to demonstrate limitations.

Published
2022
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15. Synthesis of Quinolines from 3-Formylchromone

Author

Plaskon, Andrey S., primary, Ryabukhin, Sergey V., additional, Volochnyuk, Dmitriy M., additional, Gavrilenko, Konstantin S., additional, Shivanyuk, Alexander N., additional, and Tolmachev, Andrey A., additional

Published
2008
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