{[}3+2]- versus {[}4+2]-cycloaddition reactions of 3-methylsulfanyl-2-arylazo-3-(pyrrolidin-1-yl)acrylonitriles with N-substituted maleimides involving pyrrolidine-derived azomethine ylides / Deryabina TG,Belskaia NP,Kodess MI,Dehaen W,Toppet S,Bakulev VA // TETRAHEDRON LETTERS. - 2006. - V. 47, l. 11. - P. 1853-1855.

ISSN/EISSN:

0040-4039 / нет данных

Type:

Article

Abstract:

3-Methylsulfanyl-2-arylazo-3-(pyrrolidin-1-yl)acrylonitriles do not enter into {[}4+2]-cycloaddition reactions with male-imides to form the expected pyrrolo-pyridazines. Instead the formation of novel pyrrolo-pyridazines of type 4 takes place via a formal {[}3+2]-cycloaddition of initially formed pyrrolidine-derived azomethine ylides 7. The mechanism leading to the final product is discussed. (c) 2006 Elsevier Ltd. All rights reserved.

Author keywords:

cycloaddition; diazadienes; azomethine ylides; maleimides; pyrrolizidines CYCLOADDITION; 1,2-DIAZA-1,3-BUTADIENES; TRIFLUOROTHIOACETAMIDES; PYRIDAZINES

DOI:

10.1016/j.tetlet.2005.12.130

Web of Science ID:

ISI:000235647300038

Соавторы в МНС:

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Другие поля

Поле	Значение
Month	MAR 13
Publisher	PERGAMON-ELSEVIER SCIENCE LTD
Address	THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
Language	English
Keywords-Plus	CYCLOADDITION; 1,2-DIAZA-1,3-BUTADIENES; TRIFLUOROTHIOACETAMIDES; PYRIDAZINES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	belska@htf.ustu.ru
ORCID-Numbers	Belskaya, Nataliya/0000-0002-2509-7916
Number-of-Cited-References	10
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	2
Journal-ISO	Tetrahedron Lett.
Doc-Delivery-Number	016UY