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2022 , Vol. 42 >Issue 12: 4152 - 4168

DOI: https://doi.org/10.6023/cjoc202207037

综述与进展

可见光驱动基团迁移引发的烯烃双官能团化反应

  • 李猛 ,
  • 赵冬阳 ,
  • 孙凯
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  • a 淄博职业学院制药与生物工程系 山东淄博 255300
    b 烟台大学化学化工学院 山东烟台 264005

收稿日期: 2022-07-27

  修回日期: 2022-08-23

  网络出版日期: 2022-09-15

基金资助

国家自然科学基金(21801007)

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Visible Light Driving Alkene Difunctionalization Reaction Involving Group Migration

  • Meng Li ,
  • Dongyang Zhao ,
  • Kai Sun
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  • a Department of Pharmacy and Biotechnology, Zibo Vocational Institute, Zibo, Shandong 255300
    b School of Chemistry and Chemical Engineering, Yantai University, Yantai, Shandong 264005
*E-mail:

Received date: 2022-07-27

  Revised date: 2022-08-23

  Online published: 2022-09-15

Supported by

National Natural Science Foundation of China(21801007)

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摘要

烯烃的双官能团化反应作为有机化学研究的重要合成手段, 在合成化学领域扮演着重要的角色. 近年来, 自由基参与分子内官能团迁移引发的烯烃双官能团化反应迅速崛起, 为烯烃的双官能化反应提供了新思路. 该策略具有原子经济性好和环境友好性等优点. 温和、绿色的光催化作为产生自由基前体的有效手段, 激发了化学家们利用光催化驱动基团迁移引发烯烃双官能团化反应的兴趣. 根据光催化自由基参与的近/远端芳基、杂芳基、亚胺、氰基、酰基、炔基和烯基等官能团迁移的种类, 对烯烃双官能团化反应进行归类总结, 并对部分反应机理进行了论述.

关键词： 可见光催化; 自由基; 迁移; 烯烃; 双官能团化

本文引用格式

李猛 , 赵冬阳 , 孙凯 . 可见光驱动基团迁移引发的烯烃双官能团化反应[J]. 有机化学, 2022 , 42(12) : 4152 -4168 . DOI: 10.6023/cjoc202207037

Abstract

As an important synthetic method in organic chemistry research, the difunctionalization of alkenes plays an important role in the field of synthetic chemistry. In recent years, the difunctionalization of alkenes caused by free radicals participating in the migration of intramolecular functional groups has risen rapidly, providing a new idea for the difunctionalization of alkenes. This strategy has the advantages of atom economy and environmental friendliness. As an effective means to generate radical precursors, mild and green photocatalysis has inspired chemistsʼ interest in initiating difunctionalization of alkenes by using photocatalysis to drive group migration. According to the species of near and far aryl, heteroaryl, imine, cyano, acyl, alkynyl, alkenyl and other functional groups involved in photocatalytic radicals, the alkene difunctionalization reactions are classified and summarized, and some reaction mechanisms are discussed.

Key words： visible-light photoredox; radical; migration; alkene; difunctionalization

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