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.
