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2021 , Vol. 41 >Issue 8: 3330 - 3334

DOI: https://doi.org/10.6023/cjoc202102004

研究简报

无外加溶剂条件下二甲氨基硫代甲酰氯对亚砜的脱氧还原

  • 王兴越 ,
  • 许昌林 ,
  • 关宏宇 ,
  • 林觅 ,
  • 黄鹏
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  • a 辽宁大学化学院 沈阳 110036
    b 中国石油化工股份有限公司 大连(抚顺)石油化工研究院 辽宁大连 116045

收稿日期: 2021-02-01

  修回日期: 2021-04-16

  网络出版日期: 2021-05-14

基金资助

辽宁省教育厅科学研究基金(LYB201606)

收起

Deoxygenation of Sulfoxides with Dimethylthiocarbamoyl Chloride in the Absence of Additional Solvent

  • Xingyue Wang ,
  • Changlin Xu ,
  • Hongyu Guan ,
  • Mi Lin ,
  • Peng Huang
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  • a College of Chemistry, Liaoning University, Shenyang 110036
    b Dalian (Fushun) Research Institute of Petroleum and Petrochemicals, China Petroleum & Chemical Corporation, Liaoning, Dalian 116045
*Corresponding authors. E-mail: ;
E-mail:

Received date: 2021-02-01

  Revised date: 2021-04-16

  Online published: 2021-05-14

Supported by

Scientific Research Funds of Liaoning Education Department(LYB201606)

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摘要

报道一种简便高效地将亚砜脱氧还原的方法. 在100 ℃条件下, 无需外加溶剂, 一系列脂肪和芳香亚砜可与二甲氨基硫代甲酰氯反应, 以中等到优异的产率生成相应的产物硫醚. 该反应可以兼容多种官能团, 并且适合克级规模合成. 反应可能经过硫代亚砜中间体的生成和分解成硫醚和硫单质的过程.

关键词： 亚砜; 硫醚; 脱氧; 还原; 硫代

本文引用格式

王兴越 , 许昌林 , 关宏宇 , 林觅 , 黄鹏 . 无外加溶剂条件下二甲氨基硫代甲酰氯对亚砜的脱氧还原[J]. 有机化学, 2021 , 41(8) : 3330 -3334 . DOI: 10.6023/cjoc202102004

Abstract

A simple and effective method of sulfoxide deoxidation is reported. Without any additional solvent, a series of aliphatic and aromatic sulfoxides could react with dimethylthiocarbamoyl chloride at 100 ℃ to afford the corresponding thioethers in moderate to excellent yields. This reaction is compatible with a number of functional groups and is suitable for gram-scale synthesis. A mechanism involving the formation of a thiosulfoxide intermediate and its degradation to thioether and elemental sulfur is proposed for the reaction.

Key words： sulfoxide; thioether; deoxygenation; reduction; thionation

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