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 : DOI: 10.1016/j.tetlet.2009.07.013 | ||||||
| Ключевые слова | Polyfluoroanilides; Lewis acid; Superacids; Fluoroquinolinones; Fluoroquinolines; Superelectrophiles | ||||||
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Реферат:
The cyclization reactions of a series of polyfluorocinnamanilides in triflic acid (CF3SO3H) yield 4-phenyl-3,4-dihydi-oquinolin-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. (C) 2009 Elsevier Ltd. All rights reserved.
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 OpenAlex
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 OpenAlex
Даты:
| Опубликована в печати: | 1 сент. 2009 г. |
Идентификаторы БД:
| Web of science: | WOS:000269051700021 |
| Scopus: | 2-s2.0-67650918373 |
| РИНЦ: | 13614228 |
| OpenAlex: | W1988112731 |