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2024 , Vol. 44 >Issue 6: 1987 - 1997

DOI: https://doi.org/10.6023/cjoc202312023

研究论文

四丁基三溴化铵促进的有机硼酸在无过渡金属条件下的脱硼硒化、溴化和羟基化反应

  • 田永盛 ,
  • 魏斓枫 ,
  • 黄嘉为 ,
  • 韦玉 ,
  • 徐亮 ,
  • 刘帅
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  • a 石河子大学化学化工学院/化工绿色过程省部共建国家重点实验室培育基地 新疆石河子 832003
    b 石河子大学兵团能源发展研究院 新疆石河子 832003
    c 新疆工程学院新疆煤矿灾害智能防控与应急重点实验室 乌鲁木齐 830023

收稿日期: 2023-12-24

  修回日期: 2024-01-17

  网络出版日期: 2024-02-20

基金资助

国家自然科学基金(22061036); 国家自然科学基金(21963010)

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Deboronative Selenylation, Bromination, or Hydroxylation of Organic Boronic Acids Facilitated by Tetrabutylammonium Tribromide under Transition Metal-Free Conditions

  • Yongsheng Tian ,
  • Lanfeng Wei ,
  • Jiawei Huang ,
  • Yu Wei ,
  • Liang Xu ,
  • Shuai Liu
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  • a School of Chemistry and Chemical Engineering/State Key Laboratory Incubation Base for Green Processing of Chemical Enginering, Shihezi University, Shihezi, Xinjiang 832003
    b Bintuan Energy Development Institute, Shihezi University, Shihezi, Xinjiang 832003
    c Xinjiang Key Laboratory of Coal Mine Disasters Intelligent Prevention and Emergency Response, Xinjiang Institute of Engineering, Urumqi 830023
* ;

Received date: 2023-12-24

  Revised date: 2024-01-17

  Online published: 2024-02-20

Supported by

National Natural Science Foundation of China(22061036); National Natural Science Foundation of China(21963010)

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摘要

介绍了无过渡金属下四丁基三溴化铵(TBATB)促进的有机硼酸的原位多功能化的简易方法. 通过这些方法, 各种有机硼能够以中等至优异的收率转化为相应的硒化、溴化或羟基化产物. 该反应具有条件温和、无过渡金属、底物适用范围广泛、操作简单等优点, 为有机硼的原位功能化提供了有前途的思路.

关键词： 四丁基三溴化铵; 有机硼酸; 硒化; 溴化; 羟基化; 无过渡金属

本文引用格式

田永盛 , 魏斓枫 , 黄嘉为 , 韦玉 , 徐亮 , 刘帅 . 四丁基三溴化铵促进的有机硼酸在无过渡金属条件下的脱硼硒化、溴化和羟基化反应[J]. 有机化学, 2024 , 44(6) : 1987 -1997 . DOI: 10.6023/cjoc202312023

Abstract

Divergent approaches for the convenient ipso-functionalization of organic boronic acids are presented, capitalizing on tetrabutylammonium tribromide (TBATB) under different, yet transition metal-free conditions. Through these methods, a wide array of organoborons can be efficiently converted into their corresponding selenylated, brominated, or hydroxylated products in moderate to excellent yields. The versatility of this strategy lies in its transition metal-free conditions, simple operation, and step-economic pathways, offering a promising idea for the ipso-functionalization of organoborons

Key words： tetrabutylammonium tribromide; organic boronic acid; selenylation; bromination; hydroxylation; transition metal-free

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