Facile methylthiomethylation of the carboxylic acid with bromodimethylsulfonium bromide

Bo Dong; Yunze Huang; Xing Zhang; Jian Shen; Lan-Gui Xie

Green Synthesis and Catalysis (Aug 2022)

Facile methylthiomethylation of the carboxylic acid with bromodimethylsulfonium bromide

Bo Dong,
Yunze Huang,
Xing Zhang,
Jian Shen,
Lan-Gui Xie

Affiliations

Bo Dong: National and Local Joint Engineering Research Center of Biomedical Functional Materials, School of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210023, China
Yunze Huang: National and Local Joint Engineering Research Center of Biomedical Functional Materials, School of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210023, China
Xing Zhang: School of Food Science and Pharmaceutical Engineering, Nanjing Normal University, Nanjing 210023, China
Jian Shen: National and Local Joint Engineering Research Center of Biomedical Functional Materials, School of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210023, China; Jiangsu Engineering Research Center of Interfacial Chemistry, Nanjing University, Nanjing 210023, China; Corresponding author. National and Local Joint Engineering Research Center of Biomedical Functional Materials, School of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210023, China.
Lan-Gui Xie: National and Local Joint Engineering Research Center of Biomedical Functional Materials, School of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210023, China; Corresponding author. National and Local Joint Engineering Research Center of Biomedical Functional Materials, School of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210023, China.

Journal volume & issue: Vol. 3, no. 3
pp. 278 – 281

Abstract

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Herein, a mild and simple method to synthesize methylthiomethyl (MTM) esters with commercially available bromodimethylsulfonium bromide is described. The developed procedure allows the methylthiomethylation of a vast scope of carboxylic acids, including alkyl, (hetero)aryl and unsaturated acids, with the tolerance of various functionalities. Several drug or bioactive molecules and amino acids have been successfully converted to their MTM ester analogues as well.

Published in Green Synthesis and Catalysis

ISSN: 2666-5549 (Online)
Publisher: KeAi Communications Co. Ltd.
Country of publisher: China
LCC subjects: Technology: Chemical technology; Science: Chemistry: Organic chemistry: Biochemistry
Website: https://www.keaipublishing.com/en/journals/green-synthesis-and-catalysis/

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