α-(o-Alkenylaryl)diazoalkanes, generated from tosylhydrazone salts, cyclise to 1H-2,3-benzodiazepines in high yield. These products isomerise to the 5H-isomers under basic conditions. The energy barriers to ring inversion for both isomers have been estimated from n.m.r. spectroscopic data.
A. A. Reid, J. T. Sharp, H. R. Sood and P. B. Thorogood, J. Chem. Soc., Perkin Trans. 1, 1973, 2543 DOI: 10.1039/P19730002543
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