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2022 , Vol. 42 >Issue 4: 1101 - 1110

DOI: https://doi.org/10.6023/cjoc202111032

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 ,
  • 沈振陆 ,
  • 徐森苗
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  • 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

  网络出版日期: 2021-12-15

基金资助

国家自然科学基金(91956116); 国家自然科学基金(21776260)

收起

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

  • Wenqi Liu ,
  • Zhenlu Shen ,
  • Senmiao Xu
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  • 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
* E-mail: ;

Received date: 2021-11-23

  Revised date: 2021-12-08

  Online published: 2021-12-15

Supported by

National Natural Science Foundation of China(91956116); National Natural Science Foundation of China(21776260)

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摘要

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; 铱

本文引用格式

刘文启 , 沈振陆 , 徐森苗 . 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[J]. 有机化学, 2022 , 42(4) : 1101 -1110 . DOI: 10.6023/cjoc202111032

Abstract

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

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