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Chinese Journal of Organic Chemistry >

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

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

ARTICLES

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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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

Cite this article

Luqi Liang , Juan Xi , Ruonan Jiang , Yi Yang , Fenggang Sun , Lizhi Zhang , Xinjin Li , Hui Liu . Ni-Catalyzed Aryl Thioester Synthesis via Thioester Transfer Reaction[J]. Chinese Journal of Organic Chemistry, 2023 , 43(4) : 1566 -1573 . DOI: 10.6023/cjoc202208035

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