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Chinese Journal of Organic Chemistry >

2022 , Vol. 42 >Issue 5: 1387 - 1395

DOI: https://doi.org/10.6023/cjoc202203053

ARTICLES

Silver-Mediated Radical Trifluoromethylthiolation Cyclization: Synthesis of CF3S-Containing Benzimidazole[2,1-a]isoquinolines

  • Bing Liu ,
  • Zhichuang Wang ,
  • Kai Sun ,
  • Shi Tang ,
  • Xin Wang
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  • a School of Pharmacy, Harbin University of Commerce, Harbin 150076
    b School of Chemistry and Chemical Engineering, YanTai University, Yantai, Shandong 264005
    c College of Chemistry and Chemical Engineering, Jishou University, Jishou, Hunan 416000
*Corresponding authors. E-mail: ;

Received date: 2022-03-27

  Revised date: 2022-04-03

  Online published: 2022-04-15

Supported by

Heilongjiang Provincial Natural Science Foundation for Youth(YQ2021H003)

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Abstract

A practical Ag-catalyzed trifluoromethylthiolation cyclization reaction was developed. Various structurally diverse CF3S-containing benzimidazo[2,1-a]isoquinolines were obtained for the first time in moderate to good yields. Mechanistic studies suggested that the catalytic reaction proceeds via a CF3S-radical-triggered cascade cyclization pathway.

Key words： trifluoromethylthiolation; radical; cyclization; N-heterocycles

Cite this article

Bing Liu , Zhichuang Wang , Kai Sun , Shi Tang , Xin Wang . Silver-Mediated Radical Trifluoromethylthiolation Cyclization: Synthesis of CF3S-Containing Benzimidazole[2,1-a]isoquinolines[J]. Chinese Journal of Organic Chemistry, 2022 , 42(5) : 1387 -1395 . DOI: 10.6023/cjoc202203053

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