Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (5): 1821-1834.DOI: 10.6023/cjoc202009036 Previous Articles     Next Articles

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三氟甲基自由基促进的烯烃官能团迁移新进展

邱云亮1,*(), 魏凤姣1, 叶鎏1, 赵旻玥1   

  1. 1 南京森林警察学院 刑事科学技术学院 南京 210023
  • 收稿日期:2020-09-15 修回日期:2020-11-18 发布日期:2020-12-05
  • 通讯作者: 邱云亮
  • 基金资助:
    中央高校基本科研业务费专项(LGZD202006); 大学生实践创新训练计划(201912213019G); 大学生实践创新训练计划(201912213023G)

Advances in Trifluoromethylation-Promoted Functional Group Migration of Alkenes

Yunliang Qiu1,*(), Fengjiao Wei1, Liu Ye1, Minyue Zhao1   

  1. 1 Department of Criminal Science and Technology, Nanjing Forest Police College, Nanjing 210023
  • Received:2020-09-15 Revised:2020-11-18 Published:2020-12-05
  • Contact: Yunliang Qiu
  • About author:
    * Corresponding author. E-mail:
  • Supported by:
    Special Funds for Fundamental Scientific Research of Central Universities(LGZD202006); College Students' Practice and Innovation Training Program(201912213019G); College Students' Practice and Innovation Training Program(201912213023G)

The incorporation of trifluoromethyl functional groups can effectively improve the chemical stability, metabolic stability and liposolubility of functional molecules. Therefore, the development of efficient methods to synthesize trifluoromethyl compounds is of significant importance. In recent years, great progress has been made in the reaction of a trifluoromethyl radical and alkene, in which alkyl radical species was first formed, followed to promote intramolecular functional groups migration. The novel pathways not only provide practical strategy for the functionalization of alkenes, which can realize the rapid construction of diverse molecules, but also promote the development of organic radical chemistry. The recent advances in alkene trifluoromethylation-initiated functional group migration including functionalized allylic compounds and non-activated alkenes are sumarrized. According to different types of migrating functional groups, the reaction in the two different sections are classified, in which the pathways of free radical generation, the scope and limits of the reaction and the reaction mechanism in different catalytic systems are discussed and highlighted in detail. Finally, a perspective on the further development of this research area is made.

Key words: alkene, trifluoromethylation, migration, difunctionalization, radical