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2023 , Vol. 43 >Issue 2: 679 - 685

DOI: https://doi.org/10.6023/cjoc202203031

研究论文

铜促进的苯胺类化合物与CF3SO2Na的三氟甲硫基化反应

  • Yasir Mumtaz ,
  • 刘杰 ,
  • 黄鑫
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  • a 南京理工大学化学与化工学院 南京 210094
    b 浙江师范大学先进催化材料教育部重点实验室 浙江金华 321004
†共同第一作者

收稿日期: 2022-07-03

  修回日期: 2022-08-30

  网络出版日期: 2022-10-25

基金资助

国家自然科学基金(21776138); 国家自然科学基金(22078161); 国家自然科学基金(22108124); 国家自然科学基金(21901232); 中央高校基本科研业务费专项资金(30918011314); 中央高校基本科研业务费专项资金(30922010403); 江苏省自然科学基金(BK20141394); 江苏省青蓝计划和六大高峰人才资助项目

收起

Copper-Promoted Trifluoromethylthiolation of Anilines with CF3SO2Na

  • Yasir Mumtaz ,
  • Jie Liu ,
  • Xin Huang
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  • a School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094
    b Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, Zhejiang Normal University, Jinhua, Zhejiang 321004
†(These authors contributed equally to this work).
* Corresponding author. E-mail:

Received date: 2022-07-03

  Revised date: 2022-08-30

  Online published: 2022-10-25

Supported by

National Natural Science Foundation of China(21776138); National Natural Science Foundation of China(22078161); National Natural Science Foundation of China(22108124); National Natural Science Foundation of China(21901232); Fundamental Research Funds for the Central Universities(30918011314); Fundamental Research Funds for the Central Universities(30922010403); Natural Science Foundation of Jiangsu Province(BK20141394); Qing Lan and Six Talent Peaks in Jiangsu Province

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摘要

报道了铜促进的芳基三氟甲基硫醚的合成方法, 其中廉价易得的三氟甲基亚磺酸钠(CF3SO2Na)作为三氟甲硫基源, 苯胺类化合物为起始原料, 在膦还原剂的条件下实现了一锅两步的芳环三氟甲硫基化反应. 反应中铜盐促进了三氟甲硫基阴离子的转化生成, 该反应为合成三氟甲硫基取代苯类衍生物提供了高效方便的方法.

关键词： 苯胺; 三氟甲基亚磺酸钠; 膦还原剂; 三氟甲硫基化

本文引用格式

Yasir Mumtaz , 刘杰 , 黄鑫 . 铜促进的苯胺类化合物与CF3SO2Na的三氟甲硫基化反应[J]. 有机化学, 2023 , 43(2) : 679 -685 . DOI: 10.6023/cjoc202203031

Abstract

An inexpensive and easily accessible sodium trifluoromethyl sulfinate (CF3SO2Na) was employed as the trifluoromethylthio source, while anilines were used as the starting materials in a process for the synthesis of copper-promoted aryl(trifluoromethyl)sulfanes. Trifluoromethylthiolation of aromatic rings in one pot over two steps is made possible by the presence of a phosphine reducing agent. In the reaction, the copper salt promotes the conversion of trifluoromethylthio anion, and the reaction offers an effective and practical way to create derivatives of trifluoromethylthio substituted benzene.

Key words： aniline; sodium trifluoromethanesulfinate; phosphine reducing agent; trifluoromethylthiolation

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