有机化学 ›› 2022, Vol. 42 ›› Issue (4): 1101-1110.DOI: 10.6023/cjoc202111032 上一篇    下一篇

研究论文

三苯基砷/铱催化的非活化一级碳氢键的双硼化反应合成1,1-偕二硼烷

刘文启a, 沈振陆a,*(), 徐森苗b,*()   

  1. a 浙江工业大学化学工程学院 杭州 310014
    b 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
  • 收稿日期:2021-11-23 修回日期:2021-12-08 发布日期:2021-12-15
  • 通讯作者: 沈振陆, 徐森苗
  • 基金资助:
    国家自然科学基金(91956116); 国家自然科学基金(21776260)

Synthesis of 1,1-Diboron Alkanes via Diborylation of Unactivated Primary C(sp3)—H Bonds Enabled by AsPh3/Iridium Catalysis

Wenqi Liua, Zhenlu Shena(), Senmiao Xub()   

  1. a College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014
    b State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics,Chinese Academy of Sciences, Lanzhou 730000
  • Received:2021-11-23 Revised:2021-12-08 Published:2021-12-15
  • Contact: Zhenlu Shen, Senmiao Xu
  • Supported by:
    National Natural Science Foundation of China(91956116); National Natural Science Foundation of China(21776260)

报道了以吡唑作为导向基, 三苯基砷/铱催化的活化一级碳氢键的双硼化反应. 这一方法能够兼容多种官能团, 能够以中等到良好的收率实现一系列1,1-偕二硼烷类化合物的合成. 同时, 这一方法也能够实现克级规模的反应, 所获得的硼化产物能够实现进一步的转化.

关键词: 碳氢键活化, 有机硼, 合成方法,

The AsPh3/iridium catalyzed diborylation of unactivated primary C(sp3)—H bonds using pyrazoles as directing groups was disclosed. This method could tolerate a variety of functional groups, affording a vast array of 1,1-diboron alkanes in moderate to good yields. The synthetic utility of the current method on a gram-scale reaction for further functionalization was also demonstrated.

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