Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (2): 600-606.DOI: 10.6023/cjoc202107060 Previous Articles     Next Articles



付拯江a,*(), 杨振江a, 孙丽a, 尹健a, 伊学政a, 蔡琥a,*(), 雷爱文b,*()   

  1. a 南昌大学化学学院 南昌 330031
    b 武汉大学化学与分子科学学院 高等研究院 武汉 430072
  • 收稿日期:2021-07-29 修回日期:2021-09-21 发布日期:2022-02-24
  • 通讯作者: 付拯江, 蔡琥, 雷爱文
  • 基金资助:
    国家自然科学基金(21761021); 国家自然科学基金(21861026)

Electrochemical Synthesis of Aryl Sulfonates from Sodium Sulfinates and Phenols under Metal-Free Conditions

Zhengjiang Fua(), Zhenjiang Yanga, Li Suna, Jian Yina, Xuezheng Yia, Hu Caia(), Aiwen Leib()   

  1. a College of Chemistry, Nanchang University, Nanchang 330031
    b College of Chemistry and Molecular Sciences, Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072
  • Received:2021-07-29 Revised:2021-09-21 Published:2022-02-24
  • Contact: Zhengjiang Fu, Hu Cai, Aiwen Lei
  • About author:
    These authors contributed equally to this work.
  • Supported by:
    National Natural Science Foundation of China(21761021); National Natural Science Foundation of China(21861026)

An electrochemical oxidative sulfonylation of phenols with sodium sulfinates has been established to produce arylsulfonyl esters with good functional group tolerance in moderate to high yields. The synthesis of chlorfenson and a gram-scale reaction have been performed to evaluate the practicality of this green protocol. Cyclic voltammetry experiments indicate that the oxidation of sulfinate occurs prior to that of phenol substrate under standard conditions, and free radical is involved in the process.

Key words: electrochemical synthesis, aryl sulfonates, metal-free conditions, green method