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Chinese Journal of Organic Chemistry >

2023 , Vol. 43 >Issue 8: 2647 - 2663

DOI: https://doi.org/10.6023/cjoc202303020

Recent Advances in Visible Light Photoredox-Catalyzed Alkynylation

  • Chunming Gui ,
  • Tongyao Zhou ,
  • Haifeng Wang ,
  • Qiongjiao Yan ,
  • Wei Wang ,
  • Jin Huang ,
  • Fener Chen
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  • a Pharmaceutical Research Institute, Wuhan Institute of Technology, Wuhan 430205
    b College of Post and Telecommunication, Wuhan Institute of Technology, Wuhan 430073
    c Department of Chemistry, Fudan University, Shanghai 200433
*;
;

Received date: 2023-03-15

  Revised date: 2023-04-19

  Online published: 2023-05-06

Supported by

The National Natural Science Foundation of China(21602144); The Scientific Research Project of Education Department of Hubei Province(Q20211503)

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Abstract

The synthesis and transformations of alkynes have held an important position in the field of organic synthesis. How to rapidly introduce alkynyl into organic molecules has been of great interest. Photoredox catalysis has been widely used in organic synthesis because it can generate high reactive free radical intermediates under mild conditions using green and clean energy. Visible light photocatalytic alkynylation has flourished in the last decade, which is believed to be a significant complement to the classic transition-metal-catalyzed Sonogashira reaction. This alkynylation could take place via in situ generated copper acetylide complex from terminal alkynes and copper, which also occurs through alkynyl radical species or radical addition elimination of non-terminal alkynes. Moreover, it was a good supplement to Sonogashira reaction that various radical precursors could be applied to alkynylation by visible-light photoredox catalysis. Based on the type of bonding of alkynylation, the research progress of alkynylation reactions by visible-light photoredox catalysis is reviewed, and the future development of this field is prospected.

Key words： alkynylation; radicals; photoredox; Sonogashira coupling

Cite this article

Chunming Gui , Tongyao Zhou , Haifeng Wang , Qiongjiao Yan , Wei Wang , Jin Huang , Fener Chen . Recent Advances in Visible Light Photoredox-Catalyzed Alkynylation[J]. Chinese Journal of Organic Chemistry, 2023 , 43(8) : 2647 -2663 . DOI: 10.6023/cjoc202303020

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