The Journal of Organic Chemistry

Quinone dehydrogenation. Oxidation of benzylic alcohols with 2, 3-dichloro-5, 6-dicyanobenzoquinone

HD Becker, A Bjoerk, E Adler

文献索引：Becker, Hans-Dieter; Bjoerk, Anders; Adler, Erich Journal of Organic Chemistry, 1980 , vol. 45, # 9 p. 1596 - 1600

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被引用次数: 113

摘要

2, 3-Dichloro-5, 6-dicyanobenzoquinone (DDQ) reacts with primary and secondary aryl- substituted alcohols under mild conditions in dioxane solution to give the corresponding carbonyl compounds in high yields. In contrast to other oxidants, DDQ can be applied advantageously for the oxidation of hydroxyaryl-substituted alcohols. A mechanism involving participation of the phenolic hydroxyl group in the dehydrogenation reaction is discussed. ...