88609-36-3Relevant academic research and scientific papers
Formation, Dealkylation, and Nucleophilic Substitution of Some Mono- and Di-alkoxypyridoazepines
Patel, Dalpat I.,Scriven, Eric F. V.,Smalley, Robert K.,Suschitzky, Hans
, p. 1911 - 1916 (2007/10/02)
The photo-induced ring-expansions of 5-azido-, 8-azido-, 6-azido-8-metoxy, and 8-azido-6-metoxy-quinolines to alkoxypyridoazepines in alcohol-alkoxide-dioxane solution containing 18-crown-6 are reported, although in some instances azepinone and/or azepine ring contraction products are noted.In addition, ring-expansions in the presence of phenoxide ion have been achieved for the first time. 1H N.m.r. spectra indicate that some of the pyrido-azepines and -azepinones are formed as mixtures of the 5H- and 7H-isomers.Dealkylations and nucleophilic substitution of the alkoxypyridoazepines are discussed,the latter in some instances being accompanied by ring-contraction to diaminoquinolines.
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.
