Benzyne-oxazole cycloadducts: isolation and retro-Diels-Alder reactions

SE Whitney, M Winters, B Rickborn

文献索引：Whitney, Scott E.; Winters, Michael; Rickborn, Bruce Journal of Organic Chemistry, 1990 , vol. 55, # 3 p. 929 - 935

全文：HTML全文

被引用次数: 53

摘要

A literature procedure for generating benzyne from 1-aminobenzotriazole and lead tetraacetate was modified by the use of two syringe pumps to effect simultaneous addition through opposing ports of a three-neck flask. Applied to the reaction of benzyne with 4- phenyloxazole at 0" C, this modification resulted in essentially quantitative formation of cycloadduct. Retro-Dieh-Alder expulsion of benzonitrile with concurrent formation of ...