有机化学 ›› 2021, Vol. 41 ›› Issue (4): 1572-1581.DOI: 10.6023/cjoc202101009 上一篇    下一篇

研究论文

无配体参与的铱催化的苄位二级碳氢键的硼化反应

刘路华a,b, 杜荣荣a,b, 徐森苗a,*()   

  1. a 中国科学院兰州化学物理研究所 羰基合成与选择氧化国家重点实验室 兰州 730000
    b 中国科学院大学 北京 100049
  • 收稿日期:2021-01-05 修回日期:2021-01-25 发布日期:2021-02-22
  • 通讯作者: 徐森苗
  • 基金资助:
    国家自然科学基金(21873261)

Ligand-Free Iridium-Catalyzed Borylation of Secondary Benzylic C—H Bonds

Luhua Liua,b, Rongrong Dua,b, Senmiao Xua,*()   

  1. a State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000
    b University of Chinese Academy of Sciences, Beijing 100049
  • Received:2021-01-05 Revised:2021-01-25 Published:2021-02-22
  • Contact: Senmiao Xu
  • About author:
    * Corresponding author. E-mail:
  • Supported by:
    National Natural Science Foundation of China(21873261)

报道了无外加配体参与的以吡唑作为导向基团的铱催化的sp3碳氢键的区域选择性硼化反应. 在催化量的[Ir(OMe)(cod)]2存在下, 该反应能够顺利地将苄位的二级碳氢键转化成碳硼键. 该反应具有非常广谱的官能团兼容性, 能够以良好到优秀的产率生成相应的产物. 此外, 导向基团吡唑能够通过臭氧接转化成酰胺.

关键词: 碳氢键活化, 铱, 合成方法, 硼化

The ligand-free regioselective iridium-catalyzed C(sp3)—H bond borylation using pyrazole as the directing group is reported. The reaction occurs smoothly at the secondary benzylic position in the presence of a catalytic amount of commercially available [Ir(OMe)(cod)]2. A variety of functionalities could be well tolerated, affording corresponding products in good to excellent yields. The pyrazole could be degraded into amide by ozonolysis.

Key words: C—H activation, iridium, synthetic methods, borylation