Synthesis of electron-deficient dienes bearing a chromonyl moiety via the reaction of 3-formylchromones with ylidenemalononitriles and ethyl alpha-cyano-beta-methylcinnamate / Korotaev Vladislav Yu.,Barkov Alexey Yu.,Kutyashev Igor B.,Safrygin Alexander V.,Sosnovskikh Vyacheslav Ya. // TETRAHEDRON. - 2014. - V. 70, l. 22. - P. 3584-3589.

ISSN/EISSN:

0040-4020 / нет данных

Type:

Article

Abstract:

3-Formylchromones react with ylidenemalononitriles in the presence of triethylamine in dichloromethane to produce the target electron-deficient dienes connected to the chromone system with excellent E-selectivity and in good yields. In a similar manner, their reaction with ethyl alpha-cyano-beta-methylcinnamate gave a mixture of E,Z- and E,E-isomeric chromonyl dienes, from which the former could be isolated in a pure state by crystallization. (C) 2014 Elsevier Ltd. All rights reserved.

Author keywords:

3-Formylchromones; 3-(Buta-1,3-dienyl)chromones; Ylidenemalononitriles; Electron-deficient dienes; Aldol type condensation VINYLOGOUS ALDOL REACTION; ALPHA,BETA-UNSATURATED KETONES; UNEXPECTED SYNTHESIS; MICHAEL ADDITION; DOMINO REACTION; FUSED DIENES; DERIVATIVES; REARRANGEMENT; FACILE; 3-(POLYFLUOROACYL)CHROMONES

DOI:

10.1016/j.tet.2014.03.105

Web of Science ID:

ISI:000336868200007

Соавторы в МНС:

Другие поля

Поле	Значение
Month	JUN 3
Publisher	PERGAMON-ELSEVIER SCIENCE LTD
Address	THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
Language	English
Keywords-Plus	VINYLOGOUS ALDOL REACTION; ALPHA,BETA-UNSATURATED KETONES; UNEXPECTED SYNTHESIS; MICHAEL ADDITION; DOMINO REACTION; FUSED DIENES; DERIVATIVES; REARRANGEMENT; FACILE; 3-(POLYFLUOROACYL)CHROMONES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	sosn1951@mail.ru
ResearcherID-Numbers	Korotaev, Vladislav/L-2692-2016
ORCID-Numbers	Korotaev, Vladislav/0000-0002-7492-5116
Funding-Acknowledgement	Russian Foundation for Basic Research {[}14-03-00179]
Funding-Text	This work was supported financially by the Russian Foundation for Basic Research (Grant 14-03-00179).
Number-of-Cited-References	42
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	17
Journal-ISO	Tetrahedron
Doc-Delivery-Number	AI4WW