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Chinese Journal of Organic Chemistry >

2023 , Vol. 43 >Issue 9: 3277 - 3286

DOI: https://doi.org/10.6023/cjoc202302005

Visible Light-Induced Radical Cyclization for the Construction of 4-Aryl-1,2-dihydronaphthalenes

  • Sijie Fan ,
  • Wuheng Dong ,
  • Caiyun Liang ,
  • Guichao Wang ,
  • Yao Yuan ,
  • Zuodong Yin ,
  • Zhaoguo Zhang
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  • a School of Chemistry and Chemical Engineering, Guangxi University, Nanning, Guangxi 530004
    b Medicine Center, Guangxi University of Science and Technology, Liuzhou, Guangxi 545006
    c School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240
* E-mail: ;
;

Received date: 2023-02-05

  Revised date: 2023-04-20

  Online published: 2023-05-06

Supported by

Start-Up Funding from Guangxi University of Science and Technology(03190285); Guangxi Science and Technology Base and Talent Special Project Fund (AD20238008)

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Abstract

An efficient visible light-induced radical tandem cyclization method for the synthesis of 4-aryl-1,2-dihydronaph- thalenes is reported. The target products were obtained by the radical tandem cyclization of different types of monosubstituted aryl acetylenes with simple bromomalonates as radical precursors. Compared to conventional nucleophilic addition reactions, the method was obtained under mild conditions by irradiation with 7 W blue light at room temperature using fac-Ir(ppy)3 as a photocatalyst. The reaction conditions are mild and the post-treatment is simple. This free radical triggered tandem cyclisation avails readily available bromomalonate esters and aryl alkynes as the starting materials. The method is very suitable for a wide range of substrates with good applicability to different bromomalonates and different alkynes.

Key words： visible light-induction; 4-aryl-1,2-dihydronaphthalenes; free radical tandem cyclisation

Cite this article

Sijie Fan , Wuheng Dong , Caiyun Liang , Guichao Wang , Yao Yuan , Zuodong Yin , Zhaoguo Zhang . Visible Light-Induced Radical Cyclization for the Construction of 4-Aryl-1,2-dihydronaphthalenes[J]. Chinese Journal of Organic Chemistry, 2023 , 43(9) : 3277 -3286 . DOI: 10.6023/cjoc202302005

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