ChemInform Abstract: Intermolecular Trapping of Vinyl Nitrene Equilibrated with Azirine.

Abstract

Intermolecular Trapping of Vinyl Nitrene Equilibrated with Azirine.-Thermal decomposition of 3-azido-1,2-benzo-1,3-cycloheptadiene (I) gives the fused azirine (II) which reacts with dimethyl acetylenedicarboxylate (III), producing the benzocycloheptapyrrole (IV) via a vinyl nitrene. Thermal decomposition of 1-azidoindene (V) in the presence of the diester (III) leads to the formation of the fused pyrrole (VI) and the triazole (VII). The compound (VII) is obtained by 1,3-dipolar cycloaddition, whereas (VI) is formed by the same mechanism as (V). -(SAKURAI, M.; NOGUCHI, K.; ISOMURA, K.; TANAKA, R.; TANIGUCHI, H.; Heterocycles 33 (1992) 2, 519-522; Dep. Appl.