Autocatalytic methylthiomethylation of carboxylic acid/phenol involving the formation of DMSO enolate: convenient synthesis of methylthiomethyl ester/ether. Issue 51 (18th November 2022)

• Record Type: Journal Article
• Authors: Liu, Hongshi; Wang, Enhua; Yang, Juan; Peng, Mei; Gao, Ming; Jiang, Yangming; Hu, Enming; Liang, Guangyan; Yang, Lishou; Yang, Xiaosheng
• Is Part Of: RSC advances. Volume 12:Issue 51(2022)
• Page Start: 33156
• Page End: 33159
• Publication Date: 2022-11-18
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d2ra06618a
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : This work reported a simple and practical protocol for the preparation of methylthiomethyl (MTM) esters/ethers directly from carboxylic acid/phenol and dimethylsulfoxide (DMSO) as solvent and methylthiomethyl source. Abstract : This work reported a simple and practical protocol for the preparation of methylthiomethyl (MTM) esters/ethers directly from carboxylic acid/phenol and dimethylsulfoxide (DMSO) as solvent and methylthiomethyl source. With different types of carboxylic acids/phenols the reactions underwent smooth transformation to afford the corresponding MTM esters/ethers in moderate to excellent yields. This method features catalyst-free, easy to operate, broad substrate scope, good functional group tolerance and involvement of the formation of DMSO enolate.