Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (2): 391-423.DOI: 10.6023/cjoc202108012 Previous Articles     Next Articles



韩高旭a, 许红涛b,*(), 侯卫a,*()   

  1. a 浙江工业大学药学院 新药开发与化学生物学研究所 杭州 310014
    b 上海科技大学免疫化学研究所 上海 201210
  • 收稿日期:2021-08-10 修回日期:2021-09-22 发布日期:2022-02-24
  • 通讯作者: 许红涛, 侯卫
  • 基金资助:

Rhodium(III) Catalyzed C(sp3)—H Functionalization

Gaoxu Hana, Hongtao Xub(), Wei Houa()   

  1. a Institute of Drug Development & Chemical Biology, College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014
    b Shanghai Institute for Advanced Immunochemical Studies, ShanghaiTech University, Shanghai 201210
  • Received:2021-08-10 Revised:2021-09-22 Published:2022-02-24
  • Contact: Hongtao Xu, Wei Hou
  • Supported by:
    National Natural Science Foundation of China(21907085)

The outer electron of trivalent rhodium is d6, which is very electron deficient. Therefore, the C—Rh(III) bond formed by Rh(III) catalyzed C—H activation is of big polarity and can react with a variety of terminal reagents containing polar bonds, thus forming a good cross complementarity with palladium and other metals. In recent years, significant progress has been made in the Rh(III) catalyzed C(sp2)—H bond functionalization. And many of the reported methods have been applied in heterocyclic skeleton construction and drug modification more and more frequently. Although the activation mechanism of inert C(sp3)—H bond is similar to that of C(sp2)—H bond, the bond energy of C(sp3)—H bond is more stronger, and there is no π electron easily to interact with the metal center, so the exploration and research in this field still face arduous challenges. The research progress in Rh(III) catalyzed C(sp3)—H functionalization is systematically summarized and the reported work is classified into different reaction types.

Key words: rhodium(III), C(sp3)—H functionalization, alkylation, arylation, carbonylation, alkenylation, amination, cyclization