Reaction of polyhaloalkyl-substituted chromones, pyrones, and furanones with salicylaldehydes as a direct route to fused 2H-chromenes / Sosnovskikh Vyacheslav Ya.,Korotaev Vladislav Yu.,Chizhov Dmitry L.,Kutyashev Igor B.,Yachevskii Danil S.,Kazheva Olga N.,Dyachenko Oleg A.,Charushin Valery N. // JOURNAL OF ORGANIC CHEMISTRY. - 2006. - V. 71, l. 12. - P. 4538-4543.

ISSN/EISSN:

0022-3263 / нет данных

Type:

Article

Abstract:

Polyhaloalkyl-substituted chromones, gamma-pyrones, and beta-furanones react with salicylaldehydes in the presence of piperidine to give a wide variety of fused 2H-chromenes in good yields. This novel annulation reaction presumably proceeds by a tandem intermolecular oxa-Michael addition and subsequent intramolecular Mannich condensation.

Author keywords:

BAYLIS-HILLMAN REACTION; RING-CHAIN ISOMERISM; ONE-POT SYNTHESIS; EFFICIENT SYNTHESIS; DIMETHYL ACETYLENEDICARBOXYLATE; ALKYL MERCAPTOACETATES; ORGANIC-SYNTHESIS; FACILE SYNTHESIS; REDOX REACTION; DERIVATIVES

DOI:

10.1021/jo060459x

Web of Science ID:

ISI:000238029300025

Соавторы в МНС:

Другие поля

Поле	Значение
Month	JUN 9
Publisher	AMER CHEMICAL SOC
Address	1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Language	English
Keywords-Plus	BAYLIS-HILLMAN REACTION; RING-CHAIN ISOMERISM; ONE-POT SYNTHESIS; EFFICIENT SYNTHESIS; DIMETHYL ACETYLENEDICARBOXYLATE; ALKYL MERCAPTOACETATES; ORGANIC-SYNTHESIS; FACILE SYNTHESIS; REDOX REACTION; DERIVATIVES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	vyacheslav.sosnovskikh@usu.ru
ResearcherID-Numbers	Korotaev, Vladislav/L-2692-2016
ORCID-Numbers	Korotaev, Vladislav/0000-0002-7492-5116
Number-of-Cited-References	69
Usage-Count-Since-2013	9
Journal-ISO	J. Org. Chem.
Doc-Delivery-Number	049PT