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Your search keyword '"Volochnyuk, Dmitriy M."' showing total 21 results
Start Over Author "Volochnyuk, Dmitriy M." Journal european journal of organic chemistry
21 results on '"Volochnyuk, Dmitriy M."'

1. Synthesis of Spirocyclic and Fused Isoxazoline Building Blocks

Author

Chalyk, Bohdan A., primary, Izhyk, Vitalii V., additional, Danyleiko, Kyrylo, additional, Sosunovych, Bohdan, additional, Vashchenko, Bohdan V., additional, Zginnyk, Oleksandr, additional, Olshanska, Violetta, additional, Teodorovic, Peter, additional, Biitseva, Angelina V., additional, Volochnyuk, Dmitriy M., additional, and Grygorenko, Oleksandr O, additional

Published
2023
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2. 3‐Fluoroalkyl (CF3, CHF2, CH2F) Cyclobutane‐Derived Building Blocks for Medicinal Chemistry: Synthesis and Physicochemical Properties

Author

Demchuk, Oleksandr P., primary, Bobovskyi, Bohdan V., additional, Vashchenko, Bohdan V., additional, Hryshchuk, Oleksandr V., additional, Skreminskyi, Artem, additional, Chernykh, Anton V., additional, Moskvina, Viktoriia S., additional, Hordiyenko, Olga V., additional, Volochnyuk, Dmitriy M., additional, and Grygorenko, Oleksandr O, additional

Published
2023
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3. 3‐Fluoroalkyl (CF3, CHF2, CH2F) Cyclobutane‐Derived Building Blocks for Medicinal Chemistry: Synthesis and Physicochemical Properties.

Author

Demchuk, Oleksandr P., Bobovskyi, Bohdan V., Vashchenko, Bohdan V., Hryshchuk, Oleksandr V., Skreminskyi, Artem, Chernykh, Anton V., Moskvina, Viktoriia S., Hordiyenko, Olga V., Volochnyuk, Dmitriy M., and Grygorenko, Oleksandr O.

Subjects
PHARMACEUTICAL chemistry, DRUG discovery, CARBOXYLIC acids, DIASTEREOISOMERS, FLUORINATION, AMINES, CYCLOBUTANE, FLUOROALKYL compounds
Abstract

Synthesis and physicochemical characterization of all possible cis‐ and trans‐1,3‐disubstituted cyclobutane‐derived amines and carboxylic acids bearing mono‐, di‐ and trifluoromethyl groups at the C‐3 position is disclosed. Tetramethylammonium fluoride (TMAF)‐ or morpholinosulfur trifluoride (Morph‐DAST)‐mediated nucleophilic fluorination of appropriate cis‐ and trans‐diastereomeric substrates was used as the key step for the preparation of CH2F‐ and CHF2‐substituted derivatives. To obtain the corresponding cis‐ and trans‐isomeric CF3‐substituted derivatives, resolution of known 3‐(trifluoromethyl)cyclobutanecarboxylic acid (obtained as a mixture of diastereomers) was applied. The proposed procedures were suitable for the preparation of corresponding fluoroalkyl‐substituted cyclobutane‐derived amines and carboxylic acids on up to 50 g scale. All 12 building blocks obtained were characterized by measuring dissociation constants (pKa) and lipophilicities (LogP, for model derivatives) to evaluate the effect of the fluoroalkyl substituents on their physicochemical properties relevant to further drug discovery applications. [ABSTRACT FROM AUTHOR]

Published
2023
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9. Last of the gem‐Difluorocycloalkanes 2: Synthesis of Fluorinated Cycloheptane Building Blocks

Author

Herasymchuk, Maksym, primary, Melnykov, Kostiantyn P., additional, Yarmoliuk, Dmytro V., additional, Serhiichuk, Dmytro, additional, Rotar, Valeriia, additional, Pukhovoi, Timur, additional, Kuchkovska, Yuliya O., additional, Holovach, Sergey, additional, Volochnyuk, Dmitriy M., additional, Ryabukhin, Sergey V., additional, and Grygorenko, Oleksandr O., additional

Published
2021
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14. Front Cover: Scalable and Straightforward Synthesis of All Isomeric (Cyclo)alkylpiperidines (Eur. J. Org. Chem. 23/2019)

Author

Subota, Andrii I., primary, Lutsenko, Anton O., additional, Vashchenko, Bohdan V., additional, Volochnyuk, Dmitriy M., additional, Levchenko, Vitalina, additional, Dmytriv, Yurii V., additional, Rusanov, Eduard B., additional, Gorlova, Alina O., additional, Ryabukhin, Sergey V., additional, and Grygorenko, Oleksandr O., additional

Published
2019
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17. Fluoroalkyl‐Containing 1,2‐Disubstituted Cyclobutanes: Advanced Building Blocks for Medicinal Chemistry.

Author

Demchuk, Oleksandr P., Hryshchuk, Oleksandr V., Vashchenko, Bohdan V., Trofymchuk, Serhii A., Melnykov, Kostiantyn P., Skreminskiy, Artem, Volochnyuk, Dmitriy M., and Grygorenko, Oleksandr O.

Subjects
PHARMACEUTICAL chemistry, CARBOXYLIC acids, LIPOPHILICITY, DIASTEREOISOMERS, BASICITY, CYCLOBUTANE, ACIDITY, FLUOROPOLYMERS
Abstract

Synthesis of previously unavailable 1,2‐disubstituted cyclobutane building blocks bearing mono‐, di‐ and trifluoromethyl groups are disclosed. The key steps included deoxofluorination or TMAF‐mediated nucleophilic substitution in the appropriate bifunctional cyclobutanes; for the CF3‐substituted derivatives, alternative methods based on cyano‐ or azidotrifluoromethylation of cyclobutene using the Togni reagent II were also proposed. All methods provided trans diastereomers of the target primary amines and carboxylic acids (6 representatives) and were suitable for their multigram preparation. Furthermore, dissociation constants (pKa) and lipophilicity (logP) values were measured to evaluate the effect of the fluoroalkyl substituents on acidity/basicity and lipophilicity of the building blocks obtained. [ABSTRACT FROM AUTHOR]

Published
2021
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20. Synthesis of Trifluoromethyl-Substituted 3-Azabicyclo[ n.1.0]alkanes: Advanced Building Blocks for Drug Discovery.

Author

Artamonov, Olexiy S., Slobodyanyuk, Evgeniy Y., Volochnyuk, Dmitriy M., Komarov, Igor V., Tolmachev, Andrey A., and Mykhailiuk, Pavel K.

Subjects
ALKANE analysis, COPPER chlorides, CHEMICAL reactions, AMIDE synthesis, MOLECULAR structure of amides
Abstract

Five CF3-substituted 3-azabicyclo[ n.1.0]alkanes were synthesized by CuCl-mediated trifluoromethylcyclopropanation reaction of the corresponding cyclic enamides with CF3CHN2. [ABSTRACT FROM AUTHOR]

Published
2014
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21. Front Cover: Fluoroalkyl‐Containing 1,2‐Disubstituted Cyclobutanes: Advanced Building Blocks for Medicinal Chemistry (Eur. J. Org. Chem. 1/2021).

Author

Demchuk, Oleksandr P., Hryshchuk, Oleksandr V., Vashchenko, Bohdan V., Trofymchuk, Serhii A., Melnykov, Kostiantyn P., Skreminskiy, Artem, Volochnyuk, Dmitriy M., and Grygorenko, Oleksandr O.

Subjects
PHARMACEUTICAL chemistry, CYCLOBUTANE
Abstract

Front Cover: Fluoroalkyl-Containing 1,2-Disubstituted Cyclobutanes: Advanced Building Blocks for Medicinal Chemistry (Eur. J. Org. B The Front Cover b shows fluoroalkyl-containing I trans i -1,2-disubstituted cyclobutanes, depicted as a planet rover exploring and expanding new horizons of chemical space. The picture symbolizes combined efforts of Enamine chemists and Ukrainian academic institutions towards synthesis of previously unavailable building blocks for modern drug discovery. [Extracted from the article]

Published
2021
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