General and efficient synthesis of polyfluorinated 2-aminotolans and 2-arylindoles Научная публикация
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Journal of Fluorine Chemistry
ISSN: 0022-1139 |
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| Вых. Данные | Год: 2016, Том: 188, Страницы: 85-98 Страниц : 14 DOI: 10.1016/j.jfluchem.2016.06.010 | ||
| Ключевые слова | Polyfluorinated compounds; Sonogashira cross-coupling; Retro-Favorsky reaction; Heterocyclization; Indoles | ||
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Реферат:
It was established here that cross-coupling of polyfluorinated 2-iodoanilines with arylacetylenes in MeCN in the presence catalytic amounts of Pd(PPh3)(2)Cl-2, Cul and Et3N produces the corresponding 2-aminotolans although their yields are decreased from 98% to 40% with increasing fluorination of the substrates. It was shown that the 2-aminotolans with six or fewer fluorine atoms in their rings can be heterocyclised by heating in ethanol containing p-TSA to produce the corresponding polyfluorinated indoles. Cyclisation of tolans containing larger numbers of fluorine atoms in their rings proceeds most efficiently in the presence of KOH, resulting in 2-phenylindoles containing the current maximum of eight fluorine atoms. (C) 2016 Elsevier B.V. All rights reserved.
Библиографическая ссылка:
Politanskaya L.V.
, Shteingarts V.D.
, Tretyakov E.V.
General and efficient synthesis of polyfluorinated 2-aminotolans and 2-arylindoles
Journal of Fluorine Chemistry. 2016. V.188. P.85-98. DOI: 10.1016/j.jfluchem.2016.06.010 WOS Scopus РИНЦ OpenAlex
General and efficient synthesis of polyfluorinated 2-aminotolans and 2-arylindoles
Journal of Fluorine Chemistry. 2016. V.188. P.85-98. DOI: 10.1016/j.jfluchem.2016.06.010 WOS Scopus РИНЦ OpenAlex
Даты:
| Опубликована в печати: | 1 авг. 2016 г. |
Идентификаторы БД:
| Web of science: | WOS:000381836000015 |
| Scopus: | 2-s2.0-84978150630 |
| РИНЦ: | 27016619 |
| OpenAlex: | W2468221007 |