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2023 , Vol. 43 >Issue 4: 1566 - 1573

DOI: https://doi.org/10.6023/cjoc202208035

研究论文

镍催化硫酯转移反应合成芳基硫酯

  • 梁陆祺 ,
  • 奚娟 ,
  • 姜若楠 ,
  • 杨艺 ,
  • 孙丰钢 ,
  • 张立志 ,
  • 李新进 ,
  • 刘会
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  • 山东理工大学化学与工程学院 山东淄博 255049

收稿日期: 2022-08-25

  修回日期: 2022-10-06

  网络出版日期: 2022-11-15

基金资助

国家自然科学基金(22078178); 山东省高等学校青年创新团队人才引育计划资助项目

收起

Ni-Catalyzed Aryl Thioester Synthesis via Thioester Transfer Reaction

  • Luqi Liang ,
  • Juan Xi ,
  • Ruonan Jiang ,
  • Yi Yang ,
  • Fenggang Sun ,
  • Lizhi Zhang ,
  • Xinjin Li ,
  • Hui Liu
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  • School of Chemical Engineering, Shandong University of Technology, Zibo, Shandong 255049
* Corresponding author. ;

Received date: 2022-08-25

  Revised date: 2022-10-06

  Online published: 2022-11-15

Supported by

National Natural Science Foundation of China(22078178); Youth Innovative Talents Attracting and Cultivating Plan of Colleges and Universities in Shandong Province

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摘要

利用简单易得的硫酯作为硫源, 并且没有使用有毒的一氧化碳气体和硫醇, 实现了硫酯与芳基碘的镍催化官能团交换反应. 这种转移反应涉及与Ni(0)的两个氧化加成: 芳族酯的C—S键和卤代芳烃的C—I键, 两个生成的中间体经过官能团交换反应得到新的硫酯. 此外, 该方法条件温和, 操作简单, 为硫酯的合成提供了一条实用的途径.

关键词： 镍催化; 硫酯; 氧化加成

本文引用格式

梁陆祺 , 奚娟 , 姜若楠 , 杨艺 , 孙丰钢 , 张立志 , 李新进 , 刘会 . 镍催化硫酯转移反应合成芳基硫酯[J]. 有机化学, 2023 , 43(4) : 1566 -1573 . DOI: 10.6023/cjoc202208035

Abstract

A nickel-catalyzed thioester transfer reaction using thioesters and aryl iodides was realized, utilizing simple and readily available thioesters as the sulfur source without smelly thiols and toxic carbon monoxide gas. The thioester transfer reaction involves two oxidative additions with Ni(0): C—S bond of the aromatic ester and C—I bond of haloarenes, and the two resulting intermediates undergoe a functional group exchange reaction to afford the new thioester. Furthermore, this approach features mild conditions and operational simplicity, providing a practical route for thioester synthesis.

Key words： Ni-catalysis; thioester; oxidative addition

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