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■ Addition of Chlorosulphonyl Isocyanate to Tetrasubstituted Cyclopentadienes: A Facile Route for the Synthesis of Azepines

Krishna Narasimhan,* Perumal Raja Kumar, and Thamari Selvi

*Department of Organic Chemistry, Guindy Campus, University of Madras, Chennai-600 025, India

Abstract

The β-lactams 2, 2a obtained by the cycloaddition of chlorosulphonyl isocyanate to the dienes 1, 1a give the azepinones 5, 5a through the sulphonate estere 4, 4a. The sulphonate ester 6 obtained from 4, when treated with sodium hydride gives the dihydroazepine 8.