Nucleophilic trifluoromethylation of R-F-containing 4-quinolones, 8-aza- and 1-thiochromones with (trifluoromethyl)trimethylsilane / Sosnovskikh VY,Usachev BI,Sevenard DV,Roschenthaler GV // JOURNAL OF FLUORINE CHEMISTRY. - 2005. - V. 126, l. 5. - P. 779-784.

ISSN/EISSN:

0022-1139 / нет данных

Type:

Article

Abstract:

Reactions of N-substituted 2-polyfluoroalkyl-4-quinolones and 8-aza-5,7-dimethyl-2-polyfluoroalkylchromones with (trifluoromethyl)-trimethylsilane proceed mainly as a 1,4-nucleophilic trifluoromethylation to give N-substituted 2,2-bis(polyfluoroalkyl)-2,3-dihydroquinolin-4(1H)-ones and 5,7-dimethyl-2,2-bis(polyfluoroalkyl)-2,3-dihydro-4H-pyrano{[}2,3-b]pyri din-4-ones after acid hydrolysis. Similar reaction with 2-trifluoromethyl-4H-thiochromen-4-one proceeds as a 1,2-addition to give 2,4-bis(trifluoromethyl)-4H-thiochromen-4-yl trimethylsilyl ether. (c) 2005 Elsevier B.V. All rights reserved.

Author keywords:

R-F-containing 4-quinolones; 8-aza- and 1-thiochromones; nucleophilic 1,4-and 1,2-trifluoromethylation; (trifluoromethyl)trimethylsilane POTASSIUM CHANNEL OPENERS; CARBONYL-COMPOUNDS; EFFICIENT SYNTHESIS; ALLYLIC ALCOHOLS; TRIMETHYL(TRIFLUOROMETHYL)SILANE; 1,4-TRIFLUOROMETHYLATION; PERFLUOROALKYL; DERIVATIVES; REAGENTS; KETONES

DOI:

10.1016/j.jfluchem.2005.03.001

Web of Science ID:

ISI:000229808600012

Соавторы в МНС:

Другие поля

Поле	Значение
Month	MAY
Publisher	ELSEVIER SCIENCE SA
Address	PO BOX 564, 1001 LAUSANNE, SWITZERLAND
Language	English
Keywords-Plus	POTASSIUM CHANNEL OPENERS; CARBONYL-COMPOUNDS; EFFICIENT SYNTHESIS; ALLYLIC ALCOHOLS; TRIMETHYL(TRIFLUOROMETHYL)SILANE; 1,4-TRIFLUOROMETHYLATION; PERFLUOROALKYL; DERIVATIVES; REAGENTS; KETONES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Inorganic \& Nuclear; Chemistry, Organic
Author-Email	vyacheslav.sosnovskikh@usu.ru
Number-of-Cited-References	45
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	11
Journal-ISO	J. Fluor. Chem.
Doc-Delivery-Number	935UJ