Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (5): 1387-1395.DOI: 10.6023/cjoc202203053 Previous Articles     Next Articles

ARTICLES

银介导的自由基三氟甲硫化环化: 含CF3S苯并咪唑[2,1-a]异喹啉的合成

刘冰a,*(), 王智传a, 孙凯b, 唐石c, 王薪b,*()   

  1. a 哈尔滨商业大学药学院 哈尔滨 150076
    b 烟台大学化学化工学院 山东烟台 264005
    c 吉首大学化学化工学院 湖南吉首 416000
  • 收稿日期:2022-03-27 修回日期:2022-04-03 发布日期:2022-04-14
  • 通讯作者: 刘冰, 王薪
  • 基金资助:
    黑龙江省自然科学基金优青(YQ2021H003)

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

Bing Liua(), Zhichuang Wanga, Kai Sunb, Shi Tangc, Xin Wangb()   

  1. 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
  • Received:2022-03-27 Revised:2022-04-03 Published:2022-04-14
  • Contact: Bing Liu, Xin Wang
  • Supported by:
    Heilongjiang Provincial Natural Science Foundation for Youth(YQ2021H003)

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