Synthesis of Polyfluorinated 4-Phenyl-3,4-Dihydroquinolin-2-ones and Quinolin-2-ones via Superacidic Activation of N-(polyfluorophenyl)cinnamamides Научная публикация
Журнал |
Tetrahedron Letters
ISSN: 0040-4039 |
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Вых. Данные | Год: 2009, Том: 50, Номер: 37, Страницы: 5245-5247 Страниц : 3 DOI: 10.1016/j.tetlet.2009.07.013 | ||||||
Ключевые слова | Fluoroquinolines, Fluoroquinolinones, Lewis acid, Polyfluoroanilides, Superacids, Superelectrophiles | ||||||
Авторы |
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Организации |
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Информация о финансировании (2)
1 | Российский фонд фундаментальных исследований | 00-03-40142 |
2 | Российский фонд фундаментальных исследований | 09-03-00248 |
Реферат:
The cyclization reactions of a series of polyfluorocinnamanilides in triflic acid (CF3SO3H) yield 4-phenyl-3,4-dihydroquinolin-2-ones, which include a polyfluorinated benzene moiety as a part of the quinoline scaffold. These compounds undergo dehydrophenylation in the presence of AlCl3 to give the corresponding polyfluoroquinolin-2-ones which are converted into polyfluorinated 2-chloroquinolines on treatment with POCl3. A mechanism for the cyclization reaction presuming the intermediacy of a superelectrophilic O,C-diprotonated form of the starting material is suggested.
Библиографическая ссылка:
Safina L.Y.
, Selivanova G.A.
, Koltunov K.Y.
, Shteingarts V.D.
Synthesis of Polyfluorinated 4-Phenyl-3,4-Dihydroquinolin-2-ones and Quinolin-2-ones via Superacidic Activation of N-(polyfluorophenyl)cinnamamides
Tetrahedron Letters. 2009. V.50. N37. P.5245-5247. DOI: 10.1016/j.tetlet.2009.07.013 WOS Scopus РИНЦ
Synthesis of Polyfluorinated 4-Phenyl-3,4-Dihydroquinolin-2-ones and Quinolin-2-ones via Superacidic Activation of N-(polyfluorophenyl)cinnamamides
Tetrahedron Letters. 2009. V.50. N37. P.5245-5247. DOI: 10.1016/j.tetlet.2009.07.013 WOS Scopus РИНЦ
Даты:
Поступила в редакцию: | 22 апр. 2009 г. |
Принята к публикации: | 3 июл. 2009 г. |
Опубликована online: | 9 июл. 2009 г. |
Опубликована в печати: | 16 сент. 2009 г. |
Идентификаторы БД:
Web of science | WOS:000269051700021 |
Scopus | 2-s2.0-67650918373 |
РИНЦ | 13614228 |
Chemical Abstracts | 2009:905536 |
Chemical Abstracts (print) | 151:403087 |
OpenAlex | W1988112731 |