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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Royal Society of Chemistry
2018
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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 |
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| 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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