Cyclisation of α-(o-alkenylaryl)diazoalkanes: a route to 2,3-benzodiazepines via a novel 1,7-electrocyclic ring closure
- 1 January 1973
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 2543-2551
- https://doi.org/10.1039/p19730002543
Abstract
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.Keywords
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