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研究论文

铑(III)催化氧化锍叶立德和重氮化合物环化偶联反应

杨帆a,☘, 范小梦a,☘, 姚雪婧b, 米瑞杰b,*, 于松杰b,*, 李兴伟b,*, 肖建a,*   

  1. a青岛农业大学化学与药学院 青岛 226109;
    b山东大学化学与化工学院前沿化学研究院 青岛 266237
  • 收稿日期:2024-05-10 修回日期:2024-06-16

Rhodium(III)-Catalyzed Annulative Coupling between Sulfoxonium Ylides and Diazo Compounds via C-H Activation

Fan Yanga,☘, Xiaomeng Fana,☘, Xuejing Yaob, Ruijie Mib,*, Songjie Yub, Xingwei Lib,*, Jian Xiaoa,*   

  1. aCollege of Chemistry and Pharmaceutical Sciences, Qingdao Agricultural University, Qingdao, 266109;
    bInstitute of Frontier Chemistry, School of Chemistry and Chemical Engineering, Shandong University, Qingdao, 266237, P.R. China
  • Received:2024-05-10 Revised:2024-06-16
  • Contact: *E-mail: 202290900001@sdu.edu.cn; chemjianxiao@163.com; yusongjie08@mails.ucas.ac.cn; lixw@snnu.edu.cn
  • About author:These authors contribute equally to this work.
  • Supported by:
    Taishan Scholars Construction Projects of Shandong (tsqn201909131).

本工作报道了氧化还原中性条件下过渡金属铑催化氧化锍叶立德C-H 键活化与两类环状重氮化合物发生环化反应,分别合成了结构多样性的稠环和螺环。该反应通过螯合辅助的C-H活化、卡宾插入以及随后的分子内[3+3]环化或者[4+1]螺环化反应进行。

关键词: 铑催化, 氧化锍叶立德, 碳氢键活化, 重氮, 环化

The Rh(III)-catalyzed C-H functionalization of sulfoxonium ylides and successively annulation with two classes of cyclic diazo compounds has been realized, affording structurally diverse fused-ring or spirocyclic compounds under redox-neutral conditions. The reaction proceeds via successive chelation-assisted C-H activation, carbene insertion, and intramolecular [3+3]/[4+1] annulation processess.

Key words: Rhodium catalysis, Sulfoxonium ylides, C-H activation, Diazo compounds, Annulation