Chinese Journal of Organic Chemistry ›› 2023, Vol. 43 ›› Issue (3): 1102-1114.DOI: 10.6023/cjoc202212032 Previous Articles     Next Articles

Special Issue: 有机氟化学虚拟合辑 中国女科学家专辑



赵金晓, 魏彤辉, 柯森, 李毅*()   

  1. 福州大学化学学院 福州 350108
  • 收稿日期:2022-12-26 修回日期:2023-02-17 发布日期:2023-02-22
  • 通讯作者: 李毅
  • 基金资助:

Visible Light-Catalyzed Synthesis of Difluoroalkylated Polycyclic Indoles

Jinxiao Zhao, Tonghui Wei, Sen Ke, Yi Li()   

  1. College of Chemistry, Fuzhou University, Fuzhou 350108
  • Received:2022-12-26 Revised:2023-02-17 Published:2023-02-22
  • Contact: Yi Li
  • Supported by:
    National Natural Science Foundation of China(21871049)

Polycyclic indoles are widely found in natural products and pharmaceutical molecules, and have a wide range of applications in the pharmaceutical, pesticide and dye industries. Although considerable development has been made in the synthesis of indole polycycles, it is still of great scientific interest and value to explore more efficient and milder experimental strategies for the synthesis of highly-functionalized polycyclic indoles. Herein, a one-step radical tandem cyclization reaction to synthesize difluoroalkylindoles with quaternary carbon centers by using difluorobromoesters as the fluorine source and 3-alkenyl indoles as the substrates under visible light-catalyzed conditions was developed. The method is easy-to-operate and mild in conditions, with a wide range of substrate adaptability and good yields, providing a green and efficient synthetic route for fluorine-containing polycyclic indoles.

Key words: visible light catalysis, polycyclic indole, radical reaction, difluoroalkylation, cascade cyclization