The Journal of Organic Chemistry

Approaches to azepines: a new azepine by the photolysis of dimethyl p-azidosalicylate

RA Mustill, AH Rees

文献索引：Mustill, Reginald A.; Rees, Alun H. Journal of Organic Chemistry, 1983 , vol. 48, p. 5041 - 5043

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被引用次数: 7

摘要

We have generated 3-methoxy-4-carbomethoxyphenylnitrene and 3, 4- dimethoxyphenylnitrene under various conditions, in a search for new azepines. Unexpectedly, only the former, by photolysis of dimethyl p-azidosalicylate, gave an azepine. Intramolecular coordination of the nitrene to the carbonyl group being impossible, electronic rather than steric effects are implicated. The product, methyl 2, 4-dimethoxy-3H-azepine-5- ...