920034-10-2Relevant articles and documents
Fluoro-containing heterocycles: XIV. Cyclic adducts of 6-fluoro-7- azidoquinoxaline and their transformation products
Mochul'skaya,Nagibina,Volchenkova,Sidorova,Charushin
, p. 1694 - 1701 (2005)
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-triazoline 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. 2005 Pleiades Publishing, Inc.