57743-03-0Relevant academic research and scientific papers
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.
