A simple and convenient synthesis of 4-methyl-3-nitro-2-trihalomethyl-2H-chromenes from N-unsubstituted imines of 2-hydroxyacetophenones and trichloro(trifluoro)ethylidene nitromethanes / Korotaev Vladislav Yu.,Sosnovskikh Vyacheslav Ya.,Kutyashev Igor B.,Barkov Alexey Yu.,Matochkina Evgeniya G.,Kodess Mikhail I. // TETRAHEDRON. - 2008. - V. 64, l. 22. - P. 5055-5060.

ISSN/EISSN:

0040-4020 / нет данных

Type:

Article

Abstract:

The reaction of N-unsubstituted imines of 2-hydroxyacetophenones with trichloro(trifluoro)ethylidene nitromethanes in the presence of DABCO proceeds via tandem oxa-Michael/aza-Henry additions (in dichloromethane) or aza-Michael addition (in benzene) to give 4-methyl-3-nitro-2-trichloro(trifluoro)-methyl-2H-chromenes or 1,1,1-trichloro(trifluoro)-3-nitro-N-{[}1-(2-hydroxyaryl)ethylidene]prop an-2-amines, respectively. (C) 2008 Elsevier Ltd. All rights reserved.

Author keywords:

2-hydroxyacetophenones imines; nitroalkenes; Michael addition; 4-methyl-2H-chromenes; trihalomethylated compounds POTASSIUM CHANNEL ACTIVATORS; 3+2 CYCLOADDITION REACTIONS; SUBSTITUTED PTEROCARPANS; STEREOSELECTIVE-SYNTHESIS; ANTIHYPERTENSIVE ACTIVITY; REGIOSELECTIVE SYNTHESIS; BUILDING-BLOCK; S-NUCLEOPHILES; KETONES; DERIVATIVES

DOI:

10.1016/j.tet.2008.03.065

Web of Science ID:

ISI:000256179700019

Соавторы в МНС:

Другие поля

Поле	Значение
Month	MAY 26
Publisher	PERGAMON-ELSEVIER SCIENCE LTD
Address	THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
Language	English
Keywords-Plus	POTASSIUM CHANNEL ACTIVATORS; 3+2 CYCLOADDITION REACTIONS; SUBSTITUTED PTEROCARPANS; STEREOSELECTIVE-SYNTHESIS; ANTIHYPERTENSIVE ACTIVITY; REGIOSELECTIVE SYNTHESIS; BUILDING-BLOCK; S-NUCLEOPHILES; KETONES; 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	51
Usage-Count-Since-2013	7
Journal-ISO	Tetrahedron
Doc-Delivery-Number	305LK