有机化学 ›› 2021, Vol. 41 ›› Issue (2): 521-528.DOI: 10.6023/cjoc202007014 上一篇    下一篇

综述与进展

吲哚多样化环化合成咔唑衍生物研究进展

杜玉英a, 肖业元b, 田福利c, 韩利民a,*(), 顾彦龙b,*(), 竺宁a   

  1. a 内蒙古工业大学化工学院 呼和浩特 010051
    b 华中科技大学化学与化工学院 武汉 430074
    c 海南科技职业大学 海口 571126
  • 收稿日期:2020-07-05 修回日期:2020-08-13 发布日期:2020-09-30
  • 通讯作者: 韩利民, 顾彦龙
  • 作者简介:
    * Corresponding authors. E-mail: ;
  • 基金资助:
    内蒙古草原英才基金(841060); 国家自然科学基金(2171101076); 国家自然科学基金(21872060)

Progress in Annulative Transformations from Indoles to Carbazoles: State of the Art

Yuying Dua, Yeyuan Xiaob, Fuli Tianc, Limin Hana,*(), Yanlong Gub,*(), Ning Zhua   

  1. a Chemical Engineering College, Inner Mongolia University of Technology, Hohhot 010051
    b School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, Wuhan 430074
    c Hainan Vocational University of Science and Technology, Haikou 571126
  • Received:2020-07-05 Revised:2020-08-13 Published:2020-09-30
  • Contact: Limin Han, Yanlong Gu
  • Supported by:
    the Research Funds of Caoyuanyingcai Program of Inner Mongolia(841060); the National Natural Science Foundation of China(2171101076); the National Natural Science Foundation of China(21872060)

咔唑是一类特殊的含氮芳杂环分子, 咔唑衍生物理化性质独特、结构多样, 在天然产物、药物和功能材料领域有着广阔的应用, 其合成方法一直备受关注. 从吲哚直接环化到咔唑的合成方法简洁高效, 原料廉价易得、产物种类多样. 总结了近5年来以2,3-未取代吲哚为原料合成咔唑衍生物的方法, 典型环化策略包含以下三种: [2+2'+2']环化反应、[2+2'+2"]环化反应和[4+2]苯环化反应, 探讨了每种方法的特点, 并对未来的发展前景进行展望.

关键词: 咔唑, 吲哚, 苯环化反应, 合成方法

Carbazole is an important type of nitrogen organic compound containing aromatic heterocyclic ring. Carbazole derivatives are endowed with unique physical and chemical properties, and applied to natural products, various pharmacological activities, many drugs and photophysical materials. The concise and versatile synthetic strategies of ubiquity of carbazole analogues have attracted significant attention from the synthetic chemists. Herein, the current progress of annulation transformations from indoles to carbazole derivatives is summarized in recent 5 years. The representative samples of the cyclization strategies have been selected and divided into three types, respectively: [2+2'+2'] cyclization reaction, [2+2'+2"] cyclization reaction and [4+2] cycloaddition. The basic properties, advantages and limitations of each reaction are discussed in detail. A perspective is also given in this review.

Key words: carbazole derivatives, indoles, cyclization reaction, synthesis