Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (4): 1061-1084.DOI: 10.6023/cjoc202109033 Previous Articles     Next Articles

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自由基介导含氟杂环化合物的构建研究

陈宁a, 雷佳a, 王智传a, 刘颖杰a,*(), 孙凯b,*(), 唐石c   

  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:2021-09-22 修回日期:2021-11-12 发布日期:2021-11-25
  • 通讯作者: 刘颖杰, 孙凯
  • 基金资助:
    国家自然科学基金(21801007); 哈尔滨商业大学“青年创新人才”(2019CX09); 黑龙江省博士后基金(LBH-Q20103); 哈尔滨商业大学博士科研基金(2019DS112)

Construction of Fluoro-containing Heterocycles Mediated by Free Radicals

Ning Chena, Jia Leia, Zhichuan Wanga, Yingjie Liua(), Kai Sunb(), Shi Tangc   

  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:2021-09-22 Revised:2021-11-12 Published:2021-11-25
  • Contact: Yingjie Liu, Kai Sun
  • Supported by:
    National Natural Science Foundation of China(21801007); “Young Innovative Talents” of Harbin University of Commerce(2019CX09); Heilongjiang Postdoctoral Fund(LBH-Q20103); Harbin University of Commerce Doctoral Research Foundation(2019DS112)

Fluoro-containing heterocyclics play an important role in many fields, such as organic chemistry, pharmaceutical chemistry and material science due to their excellent physical and chemical properties. However, there are few natural fluoro-containing heterocyclics in nature, so it is particularly important to develop efficient synthesis methods of fluoro- containing heterocyclics. With the rapid development of transition metal catalyzed, photocatalyzed and electrocatalyzed radical reactions, radical chemistry has made a breakthrough in the field of synthesis and stimulated the interest of organic chemists in constructing fluoro-containing heterocyclics by using radical chemistry. In this paper, monofluoroalkylation, difluoroalkylation, trifluoromethylation, trifluoroalkoxy/sulfur/selenylation, perfluoroalkylation of unsaturated hydrocarbons and direct C—H fluoroalkylation of heterocycles are classified, and the construction of fluorine-containing side chain heterocycles mediated by free radicals is discussed from the aspects of transition metal catalysis, photocatalysis and electrocatalysis.

Key words: radical, fluorinated heterocycle, metal catalysis, photocatalytic, electrocatalysis