Stereochemical and mechanistic aspects of the base-promoted cyclisation of o-vinylphenylhydrazonyl chlorides under phase-transfer conditions
Abstract
The title hydrazonyl chlorides react with sodium azide in benzene–water at 40 °C to give 1,2-benzodiazepines and/or cyclopropa[c]cinnolines, the product distribution being dependent on the substituents at the ethylenic bond. All products probably result from a common intermediate via different reaction paths.