Photochemical additions of alkenes to phthalimides to form benzazepinediones. Additions of dienes, alkenes, vinyl ethers, vinyl esters, and an allene

PH Mazzocchi, S Minamikawa, P Wilson…

Index: Mazzocchi, Paul H.; Minamikawa, S.; Wilson, P.; Bowen, M.; Narian, N. Journal of Organic Chemistry, 1981 , vol. 46, # 24 p. 4846 - 4851

Full Text: HTML

Citation Number: 33

Abstract

In the presence of certain dienes N-methylphthalimide undergoes a novel photochemical addition reaction to give benzazepinediones which corresponds to an addition of the diene across the C (0)-N bond of the imide. The reaction has some generality in that it occurs for selected dienes, alkenes, vinyl ethers, vinyl esters, and an allene. However, the reaction does not take place with electron-poor alkenes such as acrylonitrile and also fails with ...