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2023 , Vol. 43 >Issue 4: 1271 - 1291

DOI: https://doi.org/10.6023/cjoc202210026

综述与进展

过渡金属催化吲哚的串联去芳构化反应研究进展

  • 庞明杨 ,
  • 常宏宏 ,
  • 冯璋 ,
  • 张娟
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  • a 太原理工大学生物医学工程学院 太原 030024
    b 重庆大学药学院 重庆 401331

收稿日期: 2022-10-24

  修回日期: 2022-12-05

  网络出版日期: 2022-12-28

基金资助

山西省自然科学基金(20210302124123)

收起

Recent Advances in Transition-Metal-Catalyzed Tandem Dearomatization of Indoles

  • Mingyang Pang ,
  • Honghong Chang ,
  • Zhang Feng ,
  • Juan Zhang
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  • a College of Biomedical Engineering, Taiyuan University of Technology, Taiyuan 030024
    b School of Pharmaceutical Sciences, Chongqing University, Chongqing 401331
* Corresponding author. ;

Received date: 2022-10-24

  Revised date: 2022-12-05

  Online published: 2022-12-28

Supported by

Natural Science Foundation of Shanxi Province(20210302124123)

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摘要

吲哚啉类化合物广泛存在于天然产物、药物和生物活性分子中, 其结构多样性构建具有重要的意义. 目前, 吲哚的去芳构化转化已成为构建螺环、稠环、多取代吲哚啉类化合物的原子和步骤经济性途径. 近年来, 吲哚的去芳构化反应得到了不断发展, 但对于C(2)=C(3)环内烯烃的串联去芳构化转化研究仍有较大的发展空间. 基于此, 聚焦迁移插入与自由基串联策略, 详细总结了Pd、Ni、Co和Cu过渡金属催化的吲哚串联去芳构化转化, 并探讨了相关的反应机理以及发展趋势.

关键词： 过渡金属催化; 吲哚; 去芳构化; 迁移插入; 自由基串联

本文引用格式

庞明杨 , 常宏宏 , 冯璋 , 张娟 . 过渡金属催化吲哚的串联去芳构化反应研究进展[J]. 有机化学, 2023 , 43(4) : 1271 -1291 . DOI: 10.6023/cjoc202210026

Abstract

Indolines are prevalent scaffolds of numerous natural products, pharmaceutical agents, and bioactive molecules, therefore, various strategies have been developed to access indolines. Indole dearomatization has been recognized as an important and straightforward strategy for constructing diverse functionalized indolines. Among a multitude of indoles dearomatization, the well-known strategies have relied on the inherent nucleophilicity of indole, while migratory insertion strategies for dearomatization have been widely applied in recent years. Herein, the recent advances of Pd, Ni, Co, Cu-catalyzed tandem dearomatizations of indoles via migratory insertion and radical-mediated process are summarized detailedly, and the mechanism and development tendency of this dearomatization reactions are discussed.

Key words： transition-metal-catalysis; indoles; dearomatization; migratory insertion; radical process

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