有机化学 ›› 2022, Vol. 42 ›› Issue (12): 4037-4059.DOI: 10.6023/cjoc202209004 上一篇    下一篇

所属专题: 自由基化学专辑

综述与进展

硫鎓盐在可见光催化构建C—C键及C—杂原子键中的应用进展

徐浩a, 张杰b, 左峻泽a, 王丰晓c, 吕健a, 混旭a,*(), 杨道山a,*()   

  1. a 青岛科技大学化学与分子工程学院 山东青岛 266042
    b 山东博苑医药化学股份有限公司 山东寿光 262725
    c 青岛科技大学化工学院 山东青岛 266042
  • 收稿日期:2022-09-05 修回日期:2022-10-06 发布日期:2022-10-31
  • 通讯作者: 混旭, 杨道山
  • 基金资助:
    国家自然科学基金(22271170)

Recent Advances in Visible-Light-Catalyzed C—C Bonds and C—Heteroatom Bonds Formation Using Sulfonium Salts

Hao Xua, Jie Zhangb, Junze Zuoa, Fengxiao Wangc, Jian Lüa, Xu Huna(), Daoshan Yanga()   

  1. a College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao, Shangdong 266042
    b Shandong Boyuan Pharmaceutical & Chemical Co., Ltd., Shouguang, Shangdong 262725
    c College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao, Shangdong 266042
  • Received:2022-09-05 Revised:2022-10-06 Published:2022-10-31
  • Contact: Xu Hun, Daoshan Yang
  • Supported by:
    National Natural Science Foundation of China(22271170)

硫鎓盐是具有三个碳硫键的带正电荷的最重要四价硫化合物之一. 由于硫鎓盐具有较高的化学稳定性、容易制备、结构多样、丰富的反应性等优点, 其作为反应底物在有机合成中得到了广泛应用. 近年来, 可见光促进的有机合成方法学引起了研究者极大的兴趣. 总结了各种硫鎓盐试剂在可见光诱导的自由基型反应中的研究进展, 介绍了各类 C—C键和C—X (X=B, N, O, S, Se, Te, F, Cl, I)键的形成反应, 并对部分反应的适用范围和机理进行了讨论.

关键词: 硫化学, 硫鎓盐, 可见光, 自由基反应

Sulfonium salts are one of the most important class of organosulfur (IV) compounds which have a positive charge on the sulfur center with three C—S bonds. Because of their bench-stable, easy synthesis, broad structural diversity, and rich reactivity, sulfonium salts are playing a significant role in synthetic chemistry. In recent years, visible-light promoted photoredox catalysis is rapidly developing into a powerful tool for organic synthesis. In this paper, the recent advances of different sulfonium salts in the radical type reactions induced by visible light are summarized. The formation reactions of C—C bond and C—X (X=B, N, O, S, Se, Te, F, Cl, I) bonds are introduced, and the applicable scope and mechanism of some reactions are also discussed.

Key words: sulfur chemistry, sulfonium salt, visible light, free radical reaction