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Chinese Journal of Organic Chemistry >

2023 , Vol. 43 >Issue 2: 756 - 762

DOI: https://doi.org/10.6023/cjoc202206023

Electrochemical Decarboxylation Coupling of α-Keto Acids with Thiophenols: A New Avenue for the Synthesis of Thioesters

  • Jiawei Huang ,
  • Xiaoman Li ,
  • Liang Xu ,
  • Yu Wei
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  • Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, School of Chemistry and Chemical Engineering, Shihezi University, Shihezi, Xinjiang 832003
* Corresponding author. E-mail:

Received date: 2022-09-06

  Revised date: 2022-09-21

  Online published: 2022-11-01

Supported by

National Natural Science Foundation of China(22061036)

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Abstract

Thioester compounds have been widely applied in the synthesis of bioactive chemicals, natural products and organic materials due to their versatile reactivities. In recent years, the decarboxylation coupling reactions between α-keto acids and thiols/thiophenols have been utilized to access thioesters. Herein, an electrochemical decarboxylation coupling method has been established, which uses α-keto acids and thiophenols as the starting materials and affords thioesters in moderate to good yields. This protocol features simple manipulation and avoids usually needed metal-based catalysts, bases or external oxidants, thus providing a new, mild, and green pathway to synthesize thioester compounds.

Key words： electrochemical synthesis; α-keto acid; thiophenol; thioester

Cite this article

Jiawei Huang , Xiaoman Li , Liang Xu , Yu Wei . Electrochemical Decarboxylation Coupling of α-Keto Acids with Thiophenols: A New Avenue for the Synthesis of Thioesters[J]. Chinese Journal of Organic Chemistry, 2023 , 43(2) : 756 -762 . DOI: 10.6023/cjoc202206023

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