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Chinese Journal of Organic Chemistry >

2022 , Vol. 42 >Issue 2: 600 - 606

DOI: https://doi.org/10.6023/cjoc202107060

ARTICLES

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

  • Zhengjiang Fu ,
  • Zhenjiang Yang ,
  • Li Sun ,
  • Jian Yin ,
  • Xuezheng Yi ,
  • Hu Cai ,
  • Aiwen Lei
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  • a College of Chemistry, Nanchang University, Nanchang 330031
    b College of Chemistry and Molecular Sciences, Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072
† These authors contributed equally to this work.
* Corresponding authors. E-mail: ;
;

Received date: 2021-07-29

  Revised date: 2021-09-21

  Online published: 2022-02-24

Supported by

National Natural Science Foundation of China(21761021); National Natural Science Foundation of China(21861026)

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Abstract

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

Cite this article

Zhengjiang Fu , Zhenjiang Yang , Li Sun , Jian Yin , Xuezheng Yi , Hu Cai , Aiwen Lei . Electrochemical Synthesis of Aryl Sulfonates from Sodium Sulfinates and Phenols under Metal-Free Conditions[J]. Chinese Journal of Organic Chemistry, 2022 , 42(2) : 600 -606 . DOI: 10.6023/cjoc202107060

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