Issue 51, 2022, Issue in Progress

Autocatalytic methylthiomethylation of carboxylic acid/phenol involving the formation of DMSO enolate: convenient synthesis of methylthiomethyl ester/ether

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.

Graphical abstract: Autocatalytic methylthiomethylation of carboxylic acid/phenol involving the formation of DMSO enolate: convenient synthesis of methylthiomethyl ester/ether

Supplementary files

Article information

Article type
Paper
Submitted
20 Oct 2022
Accepted
09 Nov 2022
First published
18 Nov 2022
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2022,12, 33156-33159

Autocatalytic methylthiomethylation of carboxylic acid/phenol involving the formation of DMSO enolate: convenient synthesis of methylthiomethyl ester/ether

H. Liu, E. Wang, J. Yang, M. Peng, M. Gao, Y. Jiang, E. Hu, G. Liang, L. Yang and X. Yang, RSC Adv., 2022, 12, 33156 DOI: 10.1039/D2RA06618A

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