81764-33-2Relevant articles and documents
The Photo-induced Ring Expansion of Azido(methoxy)quinolines to Methoxypyridoazepines
Khan, Zafar U.,Patel, Dalpat I.,Smalley, Robert K.,Scriven, Eric F.V.,Suschitzky, Hans
, p. 2495 - 2500 (2007/10/02)
The yield of 9-alkylamino-5H-pyridoazepines from the photo-induced ring-expansion of 8-azidoquinoline in primary amines are increased significantly by the presence of a 6-methoxy group, which also for the first time induces ring-expansion of the azide in secondary amines.Optimum conditions have been found for the ring-expansion of 8-azidoquinoline in methanol-potassium methoxide to give 9-methoxy-5H-pyridoazepine, and under the same conditions 8-azido-6-methoxy- and 6-azido-8-methoxy-quinoline ring-expand in excellent yield to the corresponding dimethoxypyridoazepines.
Photolysis of Quinolyl and Isoquinolyl Azides in Primary and Secondary Aliphatic Amines: Synthesis of Bicyclic Azepines, Diazepines, and Quinolyl- and Isoquinolyl-diamines
Hollywood, Frank,Nay, Barry,Scriven, Eric F. V.,Suschitzky, Hans,Khan, Zafar U.,Hull, Roy
, p. 421 - 429 (2007/10/02)
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.
