Benzimidazoles and benzoxazoles via the nucleophilic addition of anilines to nitroalkanes
PPA-induced umpolung triggers efficient nucleophilic addition of unactivated anilines to nitroalkanes to produce N-hydroxyimidamides. The latter undergo sequential acid-promoted cyclocondensation with ortho-OH or ortho-NHR moieties to afford benzoxazoles and benzimidazoles, respectively
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ir-20.500.12258-37222020-09-14T14:12:31Z Benzimidazoles and benzoxazoles via the nucleophilic addition of anilines to nitroalkanes Aksenov, A. V. Аксенов, А. В. Smirnov, A. N. Смирнов, А. Н. Aksenov, N. A. Аксенов, Н. А. Bijieva, A. S. Биджиева, А. С. Aksenova, I. V. Аксенова, И. В. Rubin, M. A. Рубин, М. А. Addition reaction Aniline Benzimidazole Benzoxazoles Cyclocondensation Nitroalkanes Nucleophilic addition Umpolung PPA-induced umpolung triggers efficient nucleophilic addition of unactivated anilines to nitroalkanes to produce N-hydroxyimidamides. The latter undergo sequential acid-promoted cyclocondensation with ortho-OH or ortho-NHR moieties to afford benzoxazoles and benzimidazoles, respectively 2018-12-19T14:16:50Z 2018-12-19T14:16:50Z 2015 Статья Aksenov, A.V., Smirnov, A.N., Aksenov, N.A., Bijieva, A.S., Aksenova, I.V., Rubin, M. Benzimidazoles and benzoxazoles via the nucleophilic addition of anilines to nitroalkanes // Organic and Biomolecular Chemistry. - 2015. - Volume 13. - Issue 14. - Pages 4289-4295 https://www.scopus.com/record/display.uri?eid=2-s2.0-84925835134&origin=resultslist&sort=plf-f&src=s&nlo=1&nlr=20&nls=afprfnm-t&affilName=north+caucasus+federal+university&sid=fe656e0c7517dbc25228b3d577bd000c&sot=afnl&sdt=cl&cluster=scopubyr%2c%222015%22%2ct&sl=53&s=%28AF-ID%28%22North+Caucasus+Federal+University%22+60070541%29%29&relpos=35&citeCnt=19&searchTerm= http://hdl.handle.net/20.500.12258/3722 en Organic and Biomolecular Chemistry application/pdf application/pdf Royal Society of Chemistry |
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language |
English |
topic |
Addition reaction Aniline Benzimidazole Benzoxazoles Cyclocondensation Nitroalkanes Nucleophilic addition Umpolung |
spellingShingle |
Addition reaction Aniline Benzimidazole Benzoxazoles Cyclocondensation Nitroalkanes Nucleophilic addition Umpolung Aksenov, A. V. Аксенов, А. В. Smirnov, A. N. Смирнов, А. Н. Aksenov, N. A. Аксенов, Н. А. Bijieva, A. S. Биджиева, А. С. Aksenova, I. V. Аксенова, И. В. Rubin, M. A. Рубин, М. А. Benzimidazoles and benzoxazoles via the nucleophilic addition of anilines to nitroalkanes |
description |
PPA-induced umpolung triggers efficient nucleophilic addition of unactivated anilines to nitroalkanes to produce N-hydroxyimidamides. The latter undergo sequential acid-promoted cyclocondensation with ortho-OH or ortho-NHR moieties to afford benzoxazoles and benzimidazoles, respectively |
format |
Статья |
author |
Aksenov, A. V. Аксенов, А. В. Smirnov, A. N. Смирнов, А. Н. Aksenov, N. A. Аксенов, Н. А. Bijieva, A. S. Биджиева, А. С. Aksenova, I. V. Аксенова, И. В. Rubin, M. A. Рубин, М. А. |
author_facet |
Aksenov, A. V. Аксенов, А. В. Smirnov, A. N. Смирнов, А. Н. Aksenov, N. A. Аксенов, Н. А. Bijieva, A. S. Биджиева, А. С. Aksenova, I. V. Аксенова, И. В. Rubin, M. A. Рубин, М. А. |
author_sort |
Aksenov, A. V. |
title |
Benzimidazoles and benzoxazoles via the nucleophilic addition of anilines to nitroalkanes |
title_short |
Benzimidazoles and benzoxazoles via the nucleophilic addition of anilines to nitroalkanes |
title_full |
Benzimidazoles and benzoxazoles via the nucleophilic addition of anilines to nitroalkanes |
title_fullStr |
Benzimidazoles and benzoxazoles via the nucleophilic addition of anilines to nitroalkanes |
title_full_unstemmed |
Benzimidazoles and benzoxazoles via the nucleophilic addition of anilines to nitroalkanes |
title_sort |
benzimidazoles and benzoxazoles via the nucleophilic addition of anilines to nitroalkanes |
publisher |
Royal Society of Chemistry |
publishDate |
2018 |
url |
https://www.scopus.com/record/display.uri?eid=2-s2.0-84925835134&origin=resultslist&sort=plf-f&src=s&nlo=1&nlr=20&nls=afprfnm-t&affilName=north+caucasus+federal+university&sid=fe656e0c7517dbc25228b3d577bd000c&sot=afnl&sdt=cl&cluster=scopubyr%2c%222015%22%2ct&sl=53&s=%28AF-ID%28%22North+Caucasus+Federal+University%22+60070541%29%29&relpos=35&citeCnt=19&searchTerm= https://dspace.ncfu.ru/handle/20.500.12258/3722 |
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