有机化学 ›› 2021, Vol. 41 ›› Issue (2): 455-470.DOI: 10.6023/cjoc202009009 上一篇    下一篇

综述与进展

苯炔参与的去芳构化反应研究进展

闫强a, 范荣b, 刘斌斌b, 苏帅松b, 王勃a, 姚团利a,*(), 谭嘉靖b,*()   

  1. a 陕西科技大学化学与化工学院 西安 710021
    b 北京化工大学化学学院 北京 100029
  • 收稿日期:2020-09-03 修回日期:2020-09-29 发布日期:2020-10-28
  • 通讯作者: 姚团利, 谭嘉靖
  • 作者简介:
    * Corresponding authors. E-mail: ;
  • 基金资助:
    北京化工大学中央高校基本科研业务费(XK1802-6)

Recent Progress in Aryne Participated Dearomatization Reactions

Qiang Yana, Rong Fanb, Binbin Liub, Shuaisong Sub, Bo Wanga, Tuanli Yaoa,*(), Jiajing Tanb,*()   

  1. a College of Chemistry and Chemical Engineering, Shaanxi University of Science & Technology, Xi'an 710021
    b College of Chemistry, Beijing University of Chemical Technology, Beijing 100029
  • Received:2020-09-03 Revised:2020-09-29 Published:2020-10-28
  • Contact: Tuanli Yao, Jiajing Tan
  • Supported by:
    the Fundamental Research Funds for the Central Universities at Beijing University of Chemical Technology.(XK1802-6)

去芳构化反应是有机化学热点研究领域之一, 可从二维平面分子出发构筑高官能团化的三维立体分子. 近年来, 苯炔作为一类高活性中间体被有机化学家们广泛用于去芳构化反应研究中, 并取得了一系列创新成果. 从含氮芳杂环同苯炔的去芳构化反应、苯炔与双烯体的[4+2]环加成去芳构化反应以及苯炔以其它途径参与的去芳构化反应三个方面, 对机理进行系统性综述, 并对该类反应未来的发展方向予以展望.

关键词: 去芳构化, 苯炔, 含氮杂环, 多组分反应, 环加成反应

Dearomatization reaction is one of the most popular research areas in organic chemistry. It could build highly functionalized three-dimensional molecules from readily available planar aromatic compounds. In recent years, arynes as reactive intermediates have been extensively investigated in dearomatization reactions, and a series of synthetic protocols have been reported. The mechanisms of the dearomatization reaction of azaarenes with arynes, the [4+2] cycloaddition dearomatization reactions of arynes with dienes, and the dearomatization of arynes in other pathways are reviewed. The insights and outlooks regarding this rapid developing field are also provided.

Key words: dearomatization reactions, aryne, N-heteroaromatics, multicomponent reaction, cycloaddition reaction