Abstract

Photolysis of N-[ω-(cycloalken-1-yl) alkyl] succinimides (9c-f) (ml2) afforded mainly azepinediones (13c-f) with ring enlargement as the Norrish type II cyclization products. In the case of m=1, spiro-azepinedione derivatives (11a, b) were obtained in addition to tricyclic nitrogen heterocycles (10a, b), the Norrish type II products. These spiro-azepinediones are probably formed via imide-oxetanes by the intramolecular Paterno-Buchi reaction of these succinimides in competition with the type II processes.

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