大学化学 >> 2024, Vol. 39 >> Issue (12): 170-176.doi: 10.12461/PKU.DXHX202404046

所属专题: 自由基化学

知识介绍 上一篇    下一篇

自由基脱羧卤化反应

余承沁, 黎祖儿, 蔡浩澄, 朱成建, 李伟鹏, 谢劲   

  1. 南京大学化学化工学院, 南京 210023
  • 收稿日期:2024-04-07 录用日期:2024-06-17 发布日期:2024-12-17
  • 通讯作者: 李伟鹏, 谢劲 E-mail:lwp1989@nju.edu.cn;xie@nju.edu.cn
  • 基金资助:
    江苏省教改项目(多元教育目的的有机化学双语教学标杆课程建设)

Decarboxylative Radical Halogenation Reaction

Chengqin Yu, Zuer Li, Haocheng Cai, Chengjian Zhu, Weipeng Li, Jin Xie   

  1. School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China
  • Received:2024-04-07 Accepted:2024-06-17 Published:2024-12-17
  • Contact: Weipeng Li, Jin Xie E-mail:lwp1989@nju.edu.cn;xie@nju.edu.cn

摘要: Hunsdiecker反应,即自由基脱羧卤化反应,是经典的羧酸官能团转化反应。近几十年来,化学家利用过渡金属催化等方法对经典的Hunsdiecker反应进行了不断改进,极大拓展了其应用范围。基于羧酸的自由基脱羧反应在合成化学中的实用性,本文重点介绍了一系列羧酸自由基脱羧取代反应,尤其是我国化学家李超忠研究员近年来对于Hunsdiecker反应的改进与创新。

关键词: Hunsdiecker反应, 自由基, 脱羧卤化反应, 有机化学

Abstract: The decarboxylative halogenation of carboxylic acids via radical pathways, initially discovered by Borodine and further developed by Hunsdiecker, represents a classic transformation of carboxylic acid functional groups. The traditional Hunsdiecker reaction involves the pre-preparation of anhydrous silver carboxylate salts, which react with bromine to produce the desired brominated products. Since its inception, the synthetic utility of the Hunsdiecker reaction has attracted significant attention and has been extensively investigated by chemists. Considerable efforts have been directed towards enhancing the efficiency, practicality, and cost-effectiveness of this reaction. In the past decade, a series of novel Hunsdiecker-type reactions have emerged, notably including the recent advancements and innovations made by the group of Prof. Li. This article aims to review the developments in radical decarboxylation and halogenation reactions achieved by chemists in recent years.

Key words: Hunsdiecker reaction, Radical, Decarboxylative halogenation, Organic chemistry