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2023 , Vol. 43 >Issue 8: 2591 - 2613

DOI: https://doi.org/10.6023/cjoc202302002

综述与进展

可见光诱导C—N键断裂构建C—C键的研究进展

  • 普佳霞 ,
  • 贾小英 ,
  • 韩丽荣 ,
  • 李清寒
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  • 西南民族大学化学与环境学院 成都 610041

收稿日期: 2023-02-02

  修回日期: 2023-03-13

  网络出版日期: 2023-04-14

基金资助

西南民族大学中央高校学生项目(2022NYXXS085); 四川省科技厅科技支撑计划(2015NZ0033)

收起

Research Progress of Visible Light Promoted C—N Bond Fracture to Construct C—C Bond

  • Jiaxia Pu ,
  • Xiaoying Jia ,
  • Lirong Han ,
  • Qinghan Li
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  • College of Chemistry and Environment, Southwest Minzu University, Chengdu 610041
*

Received date: 2023-02-02

  Revised date: 2023-03-13

  Online published: 2023-04-14

Supported by

The Central University Foundation Student Program of Southwest Minzu University(2022NYXXS085); The Sichuan Provincial Department of Science and Technology Support Program(2015NZ0033)

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摘要

近年来, 可见光促进的光化学有机转化引起了广大有机化学家的兴趣. 相比于传统方法, 利用可见光作为可再生能源的光氧化还原催化已被证明是一种温和而强大的工具, 可以通过单电子转移(SET)过程促进有机分子的活化. 在许多天然产物的结构中存在大量的氨基功能团, 同时氨基也是一些药物分子和功能材料的重要结构单元. 因此, 通过对这些物质分子中的C—N键进行活化而进行C—C键形成的偶联反应, 则可以对该类化合物进行有效的结构修饰, 从而得到具有多种结构及功能化的化合物. 因此, 这方面的研究现已成为了有机合成的一个重要研究领域. 综述了近年来通过可见光促进C—N键断裂及其在C—C键形成反应研究中的应用研究成果, 讨论了代表性的例子及其反应机制.

关键词： 重氮盐; 铵盐; Katritzky盐; 光催化; C—N键断裂; C—C键形成; 研究进展

本文引用格式

普佳霞 , 贾小英 , 韩丽荣 , 李清寒 . 可见光诱导C—N键断裂构建C—C键的研究进展[J]. 有机化学, 2023 , 43(8) : 2591 -2613 . DOI: 10.6023/cjoc202302002

Abstract

In recent years, the photochemical organic transformation promoted by visible light has aroused the interest of organic chemists. Compared with traditional methods, photoredox catalysis using visible light as renewable energy has been proved to be a mild and powerful tool, which can promote the activation of organic molecules by single electron transfer (SET) process. There are a lot of amino functional groups in the structures of many natural products, and amino groups are also important structural units of some drug molecules and functional materials. Therefore, by activating the C—N bond in these substances and carrying out some coupling reactions of C—C bond formation, the structure of these compounds can be effectively modified, so as to obtain compounds with various structures and functionalization. Therefore, this study has become an important research field of organic synthesis. The research results of C—N bond breaking promoted by visible light and its application in the study of C—C bond formation reaction in recent years are reviewed, and representative examples and reaction mechanisms are discussed.

Key words： diazonium salt; ammonium salt; Katritzky salt; photocatalysis; C—N bond fracture; C—C bond formation; research progress

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