Photochemical cyclization of olefinic N-chloroamides

ME Kuehne, DA Horne

Index: Kuehne,M.E.; Horne,D.A. Journal of Organic Chemistry, 1975 , vol. 40, p. 1287 - 1292

Full Text: HTML

Citation Number: 53

Abstract

Chlorination of olefinic N-monoalkylamide lithium derivatives with N-chlorosuccinimide provided N-chloroarnides. Irradiation of these in benzene solution with a 450-W high pressure mercury arc through a Corex filter led to bridged and unbridged C-chloro-N- acylpyrrolidines and C-chloro-y-lactams. No six-membered-ring for-mation was found but selectivity was shown for double bonds with increased substitution.