Reactions of 3-alkylsulfanyl-2-arylazo-3-(1-azacycloalk-1-yl)acrylonitriles with maleimide / Belskaya N. P.,Koksharov A. V.,Deryabina T. G.,Eltsov O. S.,Slepukhin P. A.,Bakulev V. A. // RUSSIAN CHEMICAL BULLETIN. - 2010. - V. 59, l. 4. - P. 833-837.

ISSN/EISSN:

1066-5285 / нет данных

Type:

Article

Abstract:

Reactions of 2-arylazo-3-(1-azacycloalk-1-yl)-3-methylsulfanylacrylonitriles with male-imide in benzene gave octahydropyrrolo{[}3,4-a]pyrrolizines 2a-c, decahydro-2,7a-diaza-cyclopenta{[}a]indene 2e, and decahydro-5-oxa-2,7a-diazacyclopenta{[}a]indene 2f as a result of 1,3-dipolar cycloaddition. In a similar reaction with 3-allylsulfanyl-2-arylazo-3-(1-azacycloalk-1-yl)acrylonitriles 3, dipolar cycloaddition and intramolecular cyclization competed to give a mixture of compounds 2 (major products) and 1,4,6,7,8,8a-hexahydropyrrolo{[}2,1-c]-1,2,4-triazines 4b-d, 1,6,7,8,9,9a-hexahydro-4H-pyrido{[}2,1-c]-1,2,4-triazine 4e, and 1,4,6,7,9,9a-hexahydro-1,4-oxazino{[}3,4-c]-1,2,4-triazine 4f (minor products).

Author keywords:

1,2-diaza-1,3-butadienes; pyrrolidine; piperidine; morpholine; maleimide; 1,3-dipolar cycloaddition; intramolecular cyclization 1,2-DIAZA-1,3-BUTADIENES

DOI:

10.1007/s11172-010-0169-1

Web of Science ID:

ISI:000283302000025

Соавторы в МНС:

Другие поля

Поле	Значение
Month	APR
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
Keywords-Plus	1,2-DIAZA-1,3-BUTADIENES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	belska@mail.ustu.ru
ResearcherID-Numbers	Belskaya, Nataliya/S-3953-2017
ORCID-Numbers	Belskaya, Nataliya/0000-0002-2509-7916
Funding-Acknowledgement	Russian Foundation for Basic Research {[}08-03-00376\_a, 08-03-92208 GFEN\_a]
Funding-Text	This work was financially supported by the Russian Foundation for Basic Research (Project Nos 08-03-00376\_a and 08-03-92208 GFEN\_a).
Number-of-Cited-References	5
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	5
Journal-ISO	Russ. Chem. Bull.
Doc-Delivery-Number	668VY