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Michael addition to 3-(2-nitrovinyl)indoles – route toward aliphatic nitro compounds with heterocyclic substituents

Synthetic approach toward indole derivatives bearing 2-nitroethyl group and polar azole moiety has been developed. This method involves conjugate addition of 1,3-dicarbonyl compounds to 3-(2-nitrovinyl)-1H-indoles followed by cyclocondensation with hydrazine or hydroxylamine to furnish pyrazole or i...

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Главные авторы: Aksenov, N. A., Аксенов, Н. А., Skomorokhov, A. A., Скоморохов, А. А., Aksenov, A. V., Аксенов, А. В., Rubin, M. A., Рубин, М. А.
Формат: Статья
Язык:English
Опубликовано: Springer New York LLC 2019
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Online-ссылка:https://dspace.ncfu.ru/handle/20.500.12258/7502
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spelling ir-20.500.12258-75022025-02-13T10:15:47Z Michael addition to 3-(2-nitrovinyl)indoles – route toward aliphatic nitro compounds with heterocyclic substituents Aksenov, N. A. Аксенов, Н. А. Skomorokhov, A. A. Скоморохов, А. А. Aksenov, A. V. Аксенов, А. В. Rubin, M. A. Рубин, М. А. Indole Isoxazole Michael addition Microwave-assisted synthesis Nitroalkenes Pyrazole Synthetic approach toward indole derivatives bearing 2-nitroethyl group and polar azole moiety has been developed. This method involves conjugate addition of 1,3-dicarbonyl compounds to 3-(2-nitrovinyl)-1H-indoles followed by cyclocondensation with hydrazine or hydroxylamine to furnish pyrazole or isoxazole ring. Application of microwave activation allows to obtain the target indole derivatives in short time and avoid protection of indole nitrogen atom 2019-09-25T12:22:39Z 2019-09-25T12:22:39Z 2019 Статья Aksenov, N.A., Skomorokhov, A.A., Aksenov, A.V., Voskressensky, L.G., Rubin, M.A. Michael addition to 3-(2-nitrovinyl)indoles – route toward aliphatic nitro compounds with heterocyclic substituents // Chemistry of Heterocyclic Compounds. - 2019. - Volume 55. - Issue 6. - Pages 541-546 http://hdl.handle.net/20.500.12258/7502 en Chemistry of Heterocyclic Compounds application/pdf application/pdf Springer New York LLC
institution СКФУ
collection Репозиторий
language English
topic Indole
Isoxazole
Michael addition
Microwave-assisted synthesis
Nitroalkenes
Pyrazole
spellingShingle Indole
Isoxazole
Michael addition
Microwave-assisted synthesis
Nitroalkenes
Pyrazole
Aksenov, N. A.
Аксенов, Н. А.
Skomorokhov, A. A.
Скоморохов, А. А.
Aksenov, A. V.
Аксенов, А. В.
Rubin, M. A.
Рубин, М. А.
Michael addition to 3-(2-nitrovinyl)indoles – route toward aliphatic nitro compounds with heterocyclic substituents
description Synthetic approach toward indole derivatives bearing 2-nitroethyl group and polar azole moiety has been developed. This method involves conjugate addition of 1,3-dicarbonyl compounds to 3-(2-nitrovinyl)-1H-indoles followed by cyclocondensation with hydrazine or hydroxylamine to furnish pyrazole or isoxazole ring. Application of microwave activation allows to obtain the target indole derivatives in short time and avoid protection of indole nitrogen atom
format Статья
author Aksenov, N. A.
Аксенов, Н. А.
Skomorokhov, A. A.
Скоморохов, А. А.
Aksenov, A. V.
Аксенов, А. В.
Rubin, M. A.
Рубин, М. А.
author_facet Aksenov, N. A.
Аксенов, Н. А.
Skomorokhov, A. A.
Скоморохов, А. А.
Aksenov, A. V.
Аксенов, А. В.
Rubin, M. A.
Рубин, М. А.
author_sort Aksenov, N. A.
title Michael addition to 3-(2-nitrovinyl)indoles – route toward aliphatic nitro compounds with heterocyclic substituents
title_short Michael addition to 3-(2-nitrovinyl)indoles – route toward aliphatic nitro compounds with heterocyclic substituents
title_full Michael addition to 3-(2-nitrovinyl)indoles – route toward aliphatic nitro compounds with heterocyclic substituents
title_fullStr Michael addition to 3-(2-nitrovinyl)indoles – route toward aliphatic nitro compounds with heterocyclic substituents
title_full_unstemmed Michael addition to 3-(2-nitrovinyl)indoles – route toward aliphatic nitro compounds with heterocyclic substituents
title_sort michael addition to 3-(2-nitrovinyl)indoles – route toward aliphatic nitro compounds with heterocyclic substituents
publisher Springer New York LLC
publishDate 2019
url https://dspace.ncfu.ru/handle/20.500.12258/7502
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