Intermolecular Photoreactions of Phthalimide-Alkene Systems. Regio-and Stereoselective Oxetane Formation from N-Methylphthalimide and N-Acetylindole Derivatives

Abstract

Upon irradiation of N-methylphthalimide (1) in the presence of N-acylindole derivatives (2 or 11), [2+2] cycloaddition occurred to give sterically hindered oxetanes (5) in moderate yields. Some reactions of these imide-oxetanes, such as formation of benzoxazepines (8 and 12) and eightmembered lactams (9 and 10), are also described.