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Investigation of the synthesis of benzoxazole via aryne reaction

MI El-Sheikh, A Marks, ER Biehl

文献索引:El-Sheikh, Mustafa I.; Marks, Alan; Biehl, Edward R. Journal of Organic Chemistry, 1981 , vol. 46, # 16 p. 3256 - 3259

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被引用次数: 32

摘要

The reaction of 0-and m-halobenzamides under aryne-forming conditions yielded the corresponding o-hydroxyphenyl amidines instead of the expected benzoxazole derivatives. The amidines, however, were converted to the corresponding benzoxazole either by sublimation or acidic hydrolysis. Evidence is presented that benzoxazoles are initially formed in these reactions but are readily aminated to the corresponding hydroxyphenyl ...