Photolysis of quinolyl and isoquinolyl azides in primary and secondary aliphatic amines: synthesis of bicyclic azepines, diazepines, and quinolyl- and isoquinolyl-diamines

Abstract

Photolysis of the title compounds in primary aliphatic amines gave in some cases bicyclic azepines and diazepines as well as o-diamines, while in secondary amines mainly the appropriate o-diamines are obtained. On the basis of the many examples studied guidelines are put forward to predict the nature of products from photolysis of bicyclic azides in primary and secondary amines and to obtain maximum yields.