Fluoro-containing heterocycles: XIV. Cyclic adducts of 6-fluoro-7-azidoquinoxaline and their transformation products / Mochul'skaya NN,Nagibina EN,Volchenkova YS,Sidorova LP,Charushin VN // RUSSIAN JOURNAL OF ORGANIC CHEMISTRY. - 2005. - V. 41, l. 11. - P. 1694-1701.

ISSN/EISSN:

1070-4280 / нет данных

Type:

Article

Abstract:

The possibility of a structural modification of quinoxalines through 1,3-dipolar cycloaddition of 7-azido-6-fluoroquinoxaline to norbornenes, enamines of cyclic ketones, and dimethyl acetylenedicarboxylate was demonstarated. The stability of 1,2,3-triazo line adducts was studied and the structure of the products of their molecular rearrangements was established. The cycloadduct of azide with cyclohexanone enamine undergoes azapinacolone rearrangement involving a contruction of the cycloalkane ring by one member affording amidine of cyclopentanecarboxylic acid. The triazoline adduct of the azide with dicyclopentadiene as a result of the rearrangement affords the corresponding aziridinoquinoxaline.

Author keywords:

1,3-DIPOLAR CYCLOADDITIONS; MOLECULAR-REARRANGEMENTS; 1,2,3-TRIAZOLINES; CHEMISTRY; PROGRESS

DOI:

10.1007/s11178-006-0021-0

Web of Science ID:

ISI:000234742600021

Соавторы в МНС:

Другие поля

Поле	Значение
Month	NOV
Publisher	MAIK NAUKA/INTERPERIODICA
Address	C/O KLUWER ACADEMIC-PLENUM PUBLISHERS, 233 SPRING ST, NEW YORK, NY 10013-1578 USA
Language	English
Keywords-Plus	1,3-DIPOLAR CYCLOADDITIONS; MOLECULAR-REARRANGEMENTS; 1,2,3-TRIAZOLINES; CHEMISTRY; PROGRESS
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	charushin@ios.uran.ru
Number-of-Cited-References	18
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	2
Journal-ISO	Russ. J. Organ. Chem.
Doc-Delivery-Number	004HM