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Unexpected cyclization of 2-(2-aminophenyl)indoles with nitroalkenes to furnish indolo[3,2-: C] quinolines

The polyphosphoric acid-mediated reaction of 2-(2-aminophenyl)indenes with nitroalkenes was tested in the frame of synthetic studies towards CDK inhibitors with the paullone core. Unexpectedly, this reaction proceeded via a different mechanistic pathway affording derivatives of the natural alkaloid...

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Главные авторы: Aksenov, A. V., Аксенов, А. В., Aksenov, D. A., Аксенов, Д. А., Griaznov, G. D., Грязнов, Г. Д., Aksenov, N. A., Аксенов, Н. А., Rubin, M. A., Рубин, М. А.
Формат: Статья
Язык:English
Опубликовано: Royal Society of Chemistry 2018
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Online-ссылка:https://dspace.ncfu.ru:443/handle/20.500.12258/2446
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spelling ir-20.500.12258-24462025-02-13T09:29:18Z Unexpected cyclization of 2-(2-aminophenyl)indoles with nitroalkenes to furnish indolo[3,2-: C] quinolines Aksenov, A. V. Аксенов, А. В. Aksenov, D. A. Аксенов, Д. А. Griaznov, G. D. Грязнов, Г. Д. Aksenov, N. A. Аксенов, Н. А. Rubin, M. A. Рубин, М. А. Positive ions CDK inhibitors Mechanistic pathways Mediated reactions Nitroalkenes Polyphosphoric acids Synthetic study Chemistry The polyphosphoric acid-mediated reaction of 2-(2-aminophenyl)indenes with nitroalkenes was tested in the frame of synthetic studies towards CDK inhibitors with the paullone core. Unexpectedly, this reaction proceeded via a different mechanistic pathway affording derivatives of the natural alkaloid isocryptolepine. The scope of this unusual transformation was investigated and a mechanistic rationale explaining this outcome is offered 2018-07-25T14:32:00Z 2018-07-25T14:32:00Z 2018 Статья Aksenov, A.V., Aksenov, D.A., Griaznov, G.D., Aksenov, N.A., Voskressensky, L.G., Rubin, M. Unexpected cyclization of 2-(2-aminophenyl)indoles with nitroalkenes to furnish indolo[3,2-: C] quinolines // Organic and Biomolecular Chemistry. - 2018. - Volume 16. - Issue 23. - Pages 4325-4332 https://dspace.ncfu.ru:443/handle/20.500.12258/2446 en Organic and Biomolecular Chemistry application/pdf application/pdf Royal Society of Chemistry
institution СКФУ
collection Репозиторий
language English
topic Positive ions
CDK inhibitors
Mechanistic pathways
Mediated reactions
Nitroalkenes
Polyphosphoric acids
Synthetic study
Chemistry
spellingShingle Positive ions
CDK inhibitors
Mechanistic pathways
Mediated reactions
Nitroalkenes
Polyphosphoric acids
Synthetic study
Chemistry
Aksenov, A. V.
Аксенов, А. В.
Aksenov, D. A.
Аксенов, Д. А.
Griaznov, G. D.
Грязнов, Г. Д.
Aksenov, N. A.
Аксенов, Н. А.
Rubin, M. A.
Рубин, М. А.
Unexpected cyclization of 2-(2-aminophenyl)indoles with nitroalkenes to furnish indolo[3,2-: C] quinolines
description The polyphosphoric acid-mediated reaction of 2-(2-aminophenyl)indenes with nitroalkenes was tested in the frame of synthetic studies towards CDK inhibitors with the paullone core. Unexpectedly, this reaction proceeded via a different mechanistic pathway affording derivatives of the natural alkaloid isocryptolepine. The scope of this unusual transformation was investigated and a mechanistic rationale explaining this outcome is offered
format Статья
author Aksenov, A. V.
Аксенов, А. В.
Aksenov, D. A.
Аксенов, Д. А.
Griaznov, G. D.
Грязнов, Г. Д.
Aksenov, N. A.
Аксенов, Н. А.
Rubin, M. A.
Рубин, М. А.
author_facet Aksenov, A. V.
Аксенов, А. В.
Aksenov, D. A.
Аксенов, Д. А.
Griaznov, G. D.
Грязнов, Г. Д.
Aksenov, N. A.
Аксенов, Н. А.
Rubin, M. A.
Рубин, М. А.
author_sort Aksenov, A. V.
title Unexpected cyclization of 2-(2-aminophenyl)indoles with nitroalkenes to furnish indolo[3,2-: C] quinolines
title_short Unexpected cyclization of 2-(2-aminophenyl)indoles with nitroalkenes to furnish indolo[3,2-: C] quinolines
title_full Unexpected cyclization of 2-(2-aminophenyl)indoles with nitroalkenes to furnish indolo[3,2-: C] quinolines
title_fullStr Unexpected cyclization of 2-(2-aminophenyl)indoles with nitroalkenes to furnish indolo[3,2-: C] quinolines
title_full_unstemmed Unexpected cyclization of 2-(2-aminophenyl)indoles with nitroalkenes to furnish indolo[3,2-: C] quinolines
title_sort unexpected cyclization of 2-(2-aminophenyl)indoles with nitroalkenes to furnish indolo[3,2-: c] quinolines
publisher Royal Society of Chemistry
publishDate 2018
url https://dspace.ncfu.ru:443/handle/20.500.12258/2446
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