Nitrones. Part VI. The pyrolysis of oxaziridines derived by photolysis of cyclic nitrones

Abstract

The pyrolysis of the oxaziridine, 2,2,4-trimethyl-6-oxa-1-azabicyclo[3,1,0]hexane at 150° yielded 3,5,5-trimethyl-2-pyrrolidone. Pyrolysis of 3,3,5-trimethyl-6-oxa-1-azabicyclo[3,1,0]hexane, for a similar period, at 150° yielded 1-acetyl-3,3-dimethylazetidine and 2,4,4-trimethyl-1-pyrroline, and at 300° yielded 1,4,4-trimethyl-2-pyrrolidone. 2,2,5-Trimethyl-6-oxa-1-azabicyclo[3,1,0]hexane was unchanged when heated to 150°, but isomerised to 1,5,5-trimethyl-2-pyrrolidone at 300°.