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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.

chemical and pharmaceutical bulletin/chemical and pharmaceutical bulletin

Intermolecular photoreactions of phthalimide-alkene systems. Regio- and stereoselective oxetane formation from N-methylphthalimide and N-acetylindole derivatives.