有机化学 上一篇    下一篇

综述与进展

自由基介导双C-H键转化的烯烃官能团化反应研究进展

于琛a, 李宁a, 薛琦a, 李杨a,*, 汪苇航b,*, 李金恒a,c,*   

  1. a青岛科技大学化工学院 青岛 266042;
    b湖南省病毒性肝炎临床医学研究中心 中南大学湘雅二医院感染科 长沙 410011;
    c河南师范大学化学化工学院 新乡 453007
  • 收稿日期:2025-01-31 修回日期:2026-02-04

Recent Advance in Radical-Mediated Functionalization of Alkenes via Dual C-H Bond Conversion

Yu Chena, Li Ninga, Xue Qia, Li Yanga,*, Wang Weihangb,*, Li Jinhenga,c,*   

  1. aCollege of Chemical Engineering, Qingdao University of Science and Technology, Qingdao, 266042;
    bClinical Research Center For Viral Hepatitis In Hunan Province Changsha, Department of Infectious Diseases, The Second Xiangya Hospital of Central South University, Central South University, Changsha 410011;
    cSchool of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, 453007
  • Received:2025-01-31 Revised:2026-02-04
  • Contact: *E-mail: liyang1989@hnu.edu.cn, 218202047@csu.edu.cn, jhli@hnu.edu.cn
  • Supported by:
    National Natural Science Foundation of China (No 22001108 and 22271245), Jiangxi Province Science and Technology Project (no. 20243BCE51084 and 20242BAB25126), Taishan Scholars Construction Projects of Shandong (tsqn202408199) and the Open Research Fund of School of Chemistry and Chemical Engineering, Henan Normal University (No. 2021ZD01).

C-H键作为有机化合物的基本结构单元,实现其直接转化一直是有机化学核心研究内容之一。自由基凭借高活性特质和良好的官能团耐受性在C-H键转化中展现出显著优势,受到了化学研究者的广泛关注。其中自由基介导双C-H键转化的烯烃官能团化反应得到了迅速发展,已成为快速构建复杂分子的有效工具。本文按照C(sp3)-H/C(sp2) -H、C(sp2)-H/C(sp2)-H和C(sp3)-H/C(sp3)-H等三种转化途径进行分类,综述了近年来自由基介导双C-H键转化的烯烃官能团化反应研究进展,对反应机理和底物普适性进行了重点描述,并对该领域的应用前景进行了展望。

关键词: 自由基, 烯烃, C-H键, 烯烃双官能团化反应

As a fundamental structural unit of organic compounds, the direct transformation of C-H bond has long been one of the core research topics in organic chemistry. These radical reactions exhibit significant advantages in transformation of C-H bond due to their high reactivity and excellent functional group tolerance, attracting extensive attention from chemists. In particular, radical-mediated functionalization of alkenes via dual C-H bond conversion has undergone rapid development and emerged as a powerful tool for the efficient construction of complex molecules. Herein, we summarize recent advance in radical-mediated functionalization of alkenes via dual C-H bond conversion, categorized by three distinct pathways: C(sp3)-H/C(sp2)-H, C(sp2) -H/C(sp2)-H and C(sp3)-H/C(sp3)-H transformations. This review highlights reaction mechanisms, substrate scope, and further presents an outlook on the future application potential of this research area.

Key words: Radical, Alkene, C-H bond, Alkene difunctionalization