Treatment of the title hydrazonyl chlorides with sodium azide, sodium cyanide, and sodium acetate in benzene–water (hexadecyltributylphosphonium bromide as phase-transfer catalyst, temperature 25–40 °C) gave 5-azido-, 5-cyano-, and 5-hydroxy-4,5-dihydro-1H-1,2-benzodiazepines; the related fully unsaturated 1H-1,2-benzodiazepines were also formed.
L. Garanti and G. Zecchi, J. Chem. Soc., Perkin Trans. 1, 1980, 116 DOI: 10.1039/P19800000116
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