91375-08-5Relevant academic research and scientific papers
Photochemistry of Succinimides with a Cycloalkenylalkyl Group in the Side Chain. Competitive Norrish Type II and Paterno-Buchi Reactions
Machida, Minoru,Oda, Kazuaki,Kanaoka, Yuichi
, p. 950 - 956 (2007/10/02)
Photolysis of N-succinimides (9c-f) (m>/=2) 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 imide-oxetanes by the intramolecular Paterno-Buchi reaction of these succinimides in competition with the type II processes.Keywords: N-succinimide; Norrish type II reaction; oxetane formation; azepinedione; spiro compound; photochemistry.
