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An efficient approach to 2-CF3-indoles based on ortho-nitrobenzaldehydes

The catalytic olefination reaction of 2-nitrobenzaldehydes with CF3 CCl3 afforded stereose-lectively trifluoromethylated ortho-nitrostyrenes in up to 88% yield. The reaction of these alkenes with pyrrolidine permits preparation of α-CF3-β-(2-nitroaryl) enamines. Subsequent one pot reduction of nitro...

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Главные авторы: Abaev, V. T., Абаев, В. Т.
Формат: Статья
Язык:English
Опубликовано: MDPI 2021
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Online-ссылка:https://dspace.ncfu.ru/handle/20.500.12258/18555
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spelling ir-20.500.12258-185552025-03-06T12:16:02Z An efficient approach to 2-CF3-indoles based on ortho-nitrobenzaldehydes Abaev, V. T. Абаев, В. Т. Indole Reduction Catalytic olefination reaction CF3-group Fluorine Nitro group The catalytic olefination reaction of 2-nitrobenzaldehydes with CF3 CCl3 afforded stereose-lectively trifluoromethylated ortho-nitrostyrenes in up to 88% yield. The reaction of these alkenes with pyrrolidine permits preparation of α-CF3-β-(2-nitroaryl) enamines. Subsequent one pot reduction of nitro-group by Fe-AcOH-H2 O system initiated intramolecular cyclization to afford 2-CF3-indoles. Target products can be prepared in up to 85% yields. Broad synthetic scope of the reaction was shown as well as some followed up transformations of 2-CF3-indole. 2021-12-28T13:52:07Z 2021-12-28T13:52:07Z 2021 Статья Muzalevskiy, V. M., Sizova, Z. A., Abaev, V. T., Nenajdenko, V. G. An efficient approach to 2-CF3-indoles based on ortho-nitrobenzaldehydes // Molecules. - 2021. - Том 26. - Выпуск 23. - Номер статьи 7365. - DOI10.3390/molecules26237365 http://hdl.handle.net/20.500.12258/18555 en Molecules application/pdf application/pdf MDPI
institution СКФУ
collection Репозиторий
language English
topic Indole
Reduction
Catalytic olefination reaction
CF3-group
Fluorine
Nitro group
spellingShingle Indole
Reduction
Catalytic olefination reaction
CF3-group
Fluorine
Nitro group
Abaev, V. T.
Абаев, В. Т.
An efficient approach to 2-CF3-indoles based on ortho-nitrobenzaldehydes
description The catalytic olefination reaction of 2-nitrobenzaldehydes with CF3 CCl3 afforded stereose-lectively trifluoromethylated ortho-nitrostyrenes in up to 88% yield. The reaction of these alkenes with pyrrolidine permits preparation of α-CF3-β-(2-nitroaryl) enamines. Subsequent one pot reduction of nitro-group by Fe-AcOH-H2 O system initiated intramolecular cyclization to afford 2-CF3-indoles. Target products can be prepared in up to 85% yields. Broad synthetic scope of the reaction was shown as well as some followed up transformations of 2-CF3-indole.
format Статья
author Abaev, V. T.
Абаев, В. Т.
author_facet Abaev, V. T.
Абаев, В. Т.
author_sort Abaev, V. T.
title An efficient approach to 2-CF3-indoles based on ortho-nitrobenzaldehydes
title_short An efficient approach to 2-CF3-indoles based on ortho-nitrobenzaldehydes
title_full An efficient approach to 2-CF3-indoles based on ortho-nitrobenzaldehydes
title_fullStr An efficient approach to 2-CF3-indoles based on ortho-nitrobenzaldehydes
title_full_unstemmed An efficient approach to 2-CF3-indoles based on ortho-nitrobenzaldehydes
title_sort efficient approach to 2-cf3-indoles based on ortho-nitrobenzaldehydes
publisher MDPI
publishDate 2021
url https://dspace.ncfu.ru/handle/20.500.12258/18555
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AT abaevvt efficientapproachto2cf3indolesbasedonorthonitrobenzaldehydes
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