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

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

研究论文

无金属条件下亚磺酸钠与酚类化合物形成芳基磺酸酯的电化学合成反应

  • 付拯江 ,
  • 杨振江 ,
  • 孙丽 ,
  • 尹健 ,
  • 伊学政 ,
  • 蔡琥 ,
  • 雷爱文
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  • 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

  网络出版日期: 2022-02-24

基金资助

国家自然科学基金(21761021); 国家自然科学基金(21861026)

收起

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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摘要

通过电化学氧化方法, 实现了酚与亚磺酸钠类化合物中等到高收率的磺酰化反应, 获得了具有良好官能团耐受性的芳基磺酰酯. 杀螨酯的合成和克级反应的实施, 验证了该绿色方案的实用性. 循环伏安实验表明, 标准条件下亚磺酸盐的氧化先于酚的氧化, 且该过程涉及自由基.

关键词： 电化学合成; 芳基磺酸酯; 无金属条件; 绿色方法

本文引用格式

付拯江 , 杨振江 , 孙丽 , 尹健 , 伊学政 , 蔡琥 , 雷爱文 . 无金属条件下亚磺酸钠与酚类化合物形成芳基磺酸酯的电化学合成反应[J]. 有机化学, 2022 , 42(2) : 600 -606 . DOI: 10.6023/cjoc202107060

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

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