Abstract

Thermal decomposition of 3-azido-1,2-benzo-1,3-cycloheptadiene (1a) gave the fused azirine (2a), which gave pyrrolobenzocycloheptadien (3a) on heating with dimethyl acetylenedicarboxylate (DMAD). Thermolysis of 1-azidoindene (1b), did not give the azirine, but gave the fused pyrrole (3b) by decomposition in the presence of DMAD. These results provided firm evidence for intermediacy of vinyl nitrenes

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