The first synthesis of 4-unsubstituted 3-(trifluoroacetyl)coumarins by the Knoevenagel condensation of salicylaldehydes with ethyl trifluoroacetoacetate followed by chromene-coumarin recyclization / Chizhov Dmitrii L.,Sosnovskikh Vyacheslav Ya.,Pryadeina Marina V.,Burgart Yanina V.,Saloutin Victor I.,Charushin Valery N. // SYNLETT. - 2008. - V. , l. 2. - P. 281-285.

ISSN/EISSN:

0936-5214 / нет данных

Type:

Article

Abstract:

A series of ethyl 6-substituted 2-hydroxy-2-(trifluoromethyl)-2H-chromene-3-carboxylates was obtained in good yields via the Knoevenagel condensation of salicylaldehydes with ethyl trifluoroacetoacetate in the presence of piperidinium acetate. The subsequent recyclization of these chromenes proceeds smoothly in refluxing chlorobenzene in the presence of p-toluenesulfonic acid affording previously unknown 3-(trifluoroacetyl)coumarins in moderate to good yields.

Author keywords:

ethyl trifluoroacetoacetate; salicylaldehydes; Knoevenagel condensation; 3-(trifluoroacetyl)coumarins; chromene-coumarin recyclization 3-SUBSTITUTED COUMARINS; ENOL ETHERS; DERIVATIVES; 3-(POLYHALOACYL)CHROMONES; HYDROXYLAMINE; BENZALDEHYDE; AMINES; WATER

DOI:

10.1055/s-2007-1000867

Web of Science ID:

ISI:000253220700027

Соавторы в МНС:

Другие поля

Поле	Значение
Month	JAN 22
Publisher	GEORG THIEME VERLAG KG
Address	RUDIGERSTR 14, D-70469 STUTTGART, GERMANY
Language	English
Keywords-Plus	3-SUBSTITUTED COUMARINS; ENOL ETHERS; DERIVATIVES; 3-(POLYHALOACYL)CHROMONES; HYDROXYLAMINE; BENZALDEHYDE; AMINES; WATER
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	dlchizhov@ios.uran.ru
ResearcherID-Numbers	Burgart, Yanina/T-8025-2017
ORCID-Numbers	Burgart, Yanina/0000-0001-6061-2410
Number-of-Cited-References	43
Usage-Count-Since-2013	4
Journal-ISO	Synlett
Doc-Delivery-Number	263MH