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
see article for more reactions
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.
see article for more examples
Key Words
carboxylic acids, O-alkylation, dimethyl sulfoxide, hydrogen peroxide, methyl radical, esterification, methyl esters
ID: J66-Y2016