Chinese Journal of Organic Chemistry ›› 2023, Vol. 43 ›› Issue (9): 3107-3118.DOI: 10.6023/cjoc202303006 Previous Articles     Next Articles

BF3•OEt2作为催化剂与合成子在有机合成中的应用进展

陈祖佳, 宇世伟, 周永军, 李焕清, 邱琪雯, 李妙欣, 汪朝阳*()   

  1. 华南师范大学化学学院 教育部环境理论化学重点实验室 广州市生物医学分析化学重点实验室 广东省药品监督管理局手性药物过程控制与质量评价重点实验室 广州 510006
  • 收稿日期:2023-03-02 修回日期:2023-04-20 发布日期:2023-05-11
  • 基金资助:
    广东省基础与应用基础研究基金(2021A1515012342)

Application of BF3•OEt2 in Organic Synthesis as a Catalyst or Synthon

Zujia Chen, Shiwei Yu, Yongjun Zhou, Huanqing Li, Qiwen Qiu, Miaoxin Li, Zhaoyang Wang()   

  1. School of Chemistry, South China Normal University; Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education; Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine; Key Laboratory for Process Control and Quality Evaluation of Chiral Pharmaceuticals, Guangdong Medical Products Administration, Guangzhou 510006
  • Received:2023-03-02 Revised:2023-04-20 Published:2023-05-11
  • Contact: E-mail: wangzy@scnu.edu.cn
  • Supported by:
    Guangdong Basic and Applied Basic Research Foundation(2021A1515012342)

BF3•OEt2, as a typical Lewis acid catalyst with excellent catalytic capacity, plays an important role in many reactions, such as coupling, cyclization and rearrangement, and it is widely used in the synthesis of natural products, pharmaceutical molecules and other functional molecules. Interestingly, in the presence of water, BF3•OEt2 can be combined with water to form Bronsted acid, which can also promote the coupling, addition, and other reactions. At the same time, BF3•OEt2 is not only limited to be a catalyst, but also can be used as a synthon to mildly construct compounds containing B, F and BF2 structure molecules, which plays an important role in the field of catalytic ligand and fluorescence molecules. Based on various catalytic reaction types using BF3•OEt2 and its different applications as a synthon, the research progress on the application of BF3•OEt2 in organic synthesis in recent years is reviewed. Looking forward to the future, with the in-depth study of BF3•OEt2, there will be more understanding of its performance and application, it is possible to develop more surprising catalytic systems and synthetic applications.

Key words: BF3•OEt2, Lewis acid, coupling reaction, addition reaction, boron difluoride compound