Photochemical reactions of azo compounds. III. Photochemical cyclodehydrogenations of substituted azobenzenes

GM Badger, RJ Drewer, GE Lewis

Index: Badger,G.M. et al. Australian Journal of Chemistry, 1964 , vol. 17, p. 1036 - 1049

Full Text: HTML

Citation Number: 42

Abstract

Abstract 2, 4, 6-Trimethylazobenzene has been shown to undergo photochemical cyclodehydrogenation in sulphuric acid to give 2, 4-dimethylbenzo [c] cinnoline and 1, 2, 4- trimethylbenzo [c] cinnoline. The formation of the former involves cyclization with the loss of a methyl substituent: the formation of the latter involves cyclization with the migration of a methyl substituent. The reaction involves a photochemical disproportionation: 4-(4- ...