Studies on Benzodiazepinooxazoles. III. Reactions and Rearrangements of Benzo [6, 7]-1, 4-diazepino-[5, 4-<I>b</I>] oxazole Derivatives

Abstract

Treatment of 10-halogeno-2,3,5,6,7,11b -hexahydro -7 -methyl-llb -phenylbenzo[6,7]-1,4-diazepino[5,4-b]oxazol-6-one (IIIa-d) with dimethyl formamide in the presence of sodium hydride gave exo -methylene compounds (Va-d).On the other hand, the compounds (IIIe-g) having halogen at o-position of the 11b-phenyl group gave no exomethylene compounds, but isoindoles (XVIIIe-g) and acridanone derivatives (XIXe-g). A mechanistic assumption for the formation of these compounds from benzo [6,7]-1,4-diazepino [5,4-b]oxazole derivatives was given.