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

Authors :: Liu H
Wang E
Yang J
Peng M
Gao M
Jiang Y
Hu E
Liang G
Yang L
Yang X
Source :: RSC advances [RSC Adv] 2022 Nov 18; Vol. 12 (51), pp. 33156-33159. Date of Electronic Publication: 2022 Nov 18 (Print Publication: 2022).
Publication Year :: 2022
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.<br />Competing Interests: There are no conflicts to declare.<br /> (This journal is © The Royal Society of Chemistry.)

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