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KF-catalyzed direct thiomethylation of carboxylic acids with DMSO to access methyl thioesters.

Ding-Yong HuangHong-Shi LiuEn-Hua WangMei PengTing-Fei DengMing GaoSheng LiuQi-Ji LiLi-Shou YangXiao-Sheng Yang
Published in: Organic & biomolecular chemistry (2024)
With dimethyl sulfoxide (DMSO) as the methylthio source, a KF-catalyzed strategy was employed for the direct thiomethylation of carboxylic acids with DMSO for the preparation of methyl thioesters. In this process, a wide range of methyl thioesters were obtained in moderate to excellent yields. This novel strategy features the first use of DMSO as a methylthiolating agent for the construction of methyl thioesters, transition metal-free conditions, inexpensive reagents, easy workup, broad substrate scope and sustainability. Additionally, this procedure can be readily scaled up to a gram scale.
Keyphrases
  • gram negative
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  • amino acid
  • high density