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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2021
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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 |
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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 |
| work_keys_str_mv |
AT abaevvt anefficientapproachto2cf3indolesbasedonorthonitrobenzaldehydes AT abaevvt anefficientapproachto2cf3indolesbasedonorthonitrobenzaldehydes AT abaevvt efficientapproachto2cf3indolesbasedonorthonitrobenzaldehydes AT abaevvt efficientapproachto2cf3indolesbasedonorthonitrobenzaldehydes |
| _version_ |
1842245846348857344 |