有机化学 ›› 2022, Vol. 42 ›› Issue (7): 2028-2044.DOI: 10.6023/cjoccjoc202203014 上一篇    下一篇

综述与进展

吲哚及其衍生物C2—C3键断裂的反应研究进展

黄泽鑫, 尹宇强a, 贾丰成*(), 吴安心a,*()   

  1. a武汉工程大学化学与环境工程学院 绿色化工过程教育部重点实验室 湖北省新型反应器与绿色化学工艺重点实验室 武汉 430205
    b华中师范大学化学学院 武汉 430079
  • 收稿日期:2022-03-04 修回日期:2022-03-26 发布日期:2022-08-09
  • 通讯作者: 贾丰成, 吴安心
  • 基金资助:
    国家自然科学基金(21901193); 湖北省大学生创新创业训练(S202110490005)

Research Progress on C2—C3 Bond Cleavage of Indole and Its Derivatives

Zexin Huang, Yuqiang Yina, Fengcheng Jia(), Anxin Wua()   

  1. aSchool of Chemistry and Environmental Engineering, Key Laboratory of Green Chemical Process, Ministry of Education, and Hubei Key Laboratory of Novel Reactor and Green Chemistry Technology, Wuhan Institute of Technology, Wuhan 430205
    bKey Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079
  • Received:2022-03-04 Revised:2022-03-26 Published:2022-08-09
  • Contact: Fengcheng Jia, Anxin Wu
  • Supported by:
    National Natural Science Foundation of China(21901193); Innovation and Entrepreneurship Training Program for College Students of Hubei Province(S202110490005)

吲哚结构单元广泛地存在于许多重要的天然产物和药物分子中, 被誉为药物活性结构中的明星分子. 鉴于吲哚系分子在临床治疗和药物研发领域的突出价值, 吲哚分子的高效构建、合成转化以及结构后期修饰一直是有机合成领域经久不衰的研究热点. 近年来, 吲哚及其衍生物C2—C3键断裂及重构串联反应在复杂分子构建以及药物分子合成方面发挥了重要作用, 吸引了化学工作者们广泛的研究兴趣. 系统总结了近年来吲哚及其衍生物参与的C2—C3键断裂/重构反应的研究进展, 并对相应的反应策略、底物适用范围和机理进行详细阐述.

关键词: 吲哚, 吲哚衍生物, C2—C3键断裂, 反应机理

Indole building blocks widely exist in many important natural products and drug molecules, and are known as star molecules in bioactive drugs. In view of the outstanding value of indole-based molecules in the field of clinical treatment and drug development, the efficient construction, synthetic transformation and late-stage modification of indole molecules has been an enduring research hotspot in the field of organic synthesis. In recent years, the C2—C3 bond cleavage and reconstruction of indoles have played an important role in the construction of complex molecules and the synthesis of drug molecules, attracting extensive research interests from chemists. This paper systematically summarizes the research progress of C2—C3 bond cleavage/reconstruction reactions of indole and its derivatives in recent years with particular emphasis on reaction strategies, substrate scope and mechanisms.

Key words: indole, indole derivatives, cleavage of C2—C3 bond, reaction mechanism