Issue 0, 1982

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.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1982, 2041-2044

Stereochemical and mechanistic aspects of the base-promoted cyclisation of o-vinylphenylhydrazonyl chlorides under phase-transfer conditions

L. Bruché, P. Del Buttero, L. Garanti and G. Zecchi, J. Chem. Soc., Perkin Trans. 1, 1982, 2041 DOI: 10.1039/P19820002041

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