Regio- and stereoselective 1,3-dipolar cycloaddition of indenoquinoxalinone azomethine ylides to beta-nitrostyrenes: synthesis of spiro{[}indeno{[}1,2-b]quinoxaline-11,3 `-pyrrolizidines] and spiro{[}indeno{[}1,2-b]quinoxaline-11,2 `-pyrrolidines] / Barkov Aleksey Yi.,Zimnitskiy Nikolay S.,Korotaev Vladislav Yu.,Kutyashev Igor B.,Moshkin Vladimir S.,Sosnovskikh Vyacheslav Ya. // CHEMISTRY OF HETEROCYCLIC COMPOUNDS. - 2017. - V. 53, l. 4. - P. 451-459.

ISSN/EISSN:

0009-3122 / 1573-8353

Type:

Article

Abstract:

{[}GRAPHICS] . Azomethine ylides obtained in situ from proline or sarcosine and indenoquinoxalinones reacted with nitrostyrenes upon heating in isopropanol for 4-5 days, resulting in the formation of spiro{[}indeno{[}1,2-b] quinoxaline-11,3'-pyrrolizidines] and spiro{[}indeno{[}1,2-b]quinoxaline-11,2'-pyrrolidines] with various regiochemistry.

Author keywords:

nitrostyrenes; spiropyrrolidines; spiropyrrolizidines; stabilized azomethine ylides; 1,3-dipolar cycloaddition IONIC LIQUID; REGIOSELECTIVE SYNTHESIS; FACILE SYNTHESIS; ORGANIC-SYNTHESIS; PYRROLIZIDINES; MULTICOMPONENT; DERIVATIVES; HETEROCYCLES; EFFICIENT; SPIROPYRROLIDINES

DOI:

10.1007/s10593-017-2074-0

Web of Science ID:

ISI:000401912500010

Соавторы в МНС:

Другие поля

Поле	Значение
Month	APR
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
EISSN	1573-8353
Keywords-Plus	IONIC LIQUID; REGIOSELECTIVE SYNTHESIS; FACILE SYNTHESIS; ORGANIC-SYNTHESIS; PYRROLIZIDINES; MULTICOMPONENT; DERIVATIVES; HETEROCYCLES; EFFICIENT; SPIROPYRROLIDINES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	vy.sosnovskikh@urfu.ru
ResearcherID-Numbers	Moshkin, Vladimir/E-6623-2017 Korotaev, Vladislav/L-2692-2016
ORCID-Numbers	Korotaev, Vladislav/0000-0002-7492-5116
Funding-Acknowledgement	Russian Science Foundation {[}14-13-00388]
Funding-Text	This work received financial support from the Russian Science Foundation (project 14-13-00388).
Number-of-Cited-References	42
Usage-Count-Last-180-days	4
Usage-Count-Since-2013	4
Journal-ISO	Chem. Heterocycl. Compds.
Doc-Delivery-Number	EV6VL