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Organocatalytic Dakin Oxidation by Nucleophilic Flavin Catalysts

Shuai Chen, Mohammad S. Hossain and Frank W. Foss, Jr*

*The University of Texas at Arlington, Department of Chemistry and Biochemistry, Arlington, Texas 76019-0065, United States, Email: ffossuta.edu

S. Chen, M. S. Hoassain, F. W. Foss, Jr, Org. Lett., 2012, 14, 2806-2809.

DOI: 10.1021/ol3010326 (free Supporting Information)


Abstract

An organocatalytic Dakin oxidation of electron-rich arylaldehydes to phenols can be performed under mild, basic conditions using flavin catalysts. Catechols are readily prepared and the oxidation of 2-hydroxyacetophenone was achieved.

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Aerobic Organocatalytic Oxidation of Aryl Aldehydes: Flavin Catalyst Turnover by Hantzsch's Ester

S. Chen, F. W. Foss, Jr, Org. Lett., 2012, 14, 5150-5153.


Key Words

Dakin Reaction, Organocatalysis


ID: J54-Y2012-1700