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Copper-Catalyzed O-Methylation of Carboxylic Acids Using DMSO as a Methyl Source

Jing Jia, Qing Jiang, An Zhao, Bin Xu, Qiang Liu, Wei-Ping Luo, Can-Cheng Guo*

*College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China, Email: ccguohnu.edu.cn

J. Jia, Q. Jiang, A. Zhao, B. Xu, Q. Liu, W.-P. Luo, C.-C. Guo, Synthesis, 2016, 48, 421-428.

DOI: 10.1055/s-0035-1560967 (free Supporting Information)


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Abstract

A copper-catalyzed O-methylation of carboxylic acids using dimethyl sulfoxide (DMSO) as the methyl source exhibits a broad substrate scope and excellent functional group tolerance. Mechanistic studies indicate that a methyl radical is generated from dimethyl sulfoxide.

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Key Words

carboxylic acids, O-alkylation, dimethyl sulfoxide, hydrogen peroxide, methyl radical, esterification, methyl esters


ID: J66-Y2016