有机化学 ›› 2015, Vol. 35 ›› Issue (11): 2291-2300.DOI: 10.6023/cjoc201505035 上一篇    下一篇

综述与进展

降冰片烯促进的钯催化多米诺Catellani反应研究进展

朱辉, 叶长青, 陈知远   

  1. 江西师范大学化学化工学院 功能有机小分子教育部重点实验室 南昌 330022
  • 收稿日期:2015-05-25 修回日期:2015-06-23 发布日期:2015-07-08
  • 通讯作者: 陈知远 E-mail:zchen@jxnu.edu.cn
  • 基金资助:

    国家自然科学基金(Nos. 21202065, 21462022)和江西省自然科学基金(No. 20142BAB213004)资助项目.

Recent Advances in the Norbornene Mediated Palladium-Catalyzed Domino-Type Catellani Reaction

Zhu Hui, Ye Changqing, Chen Zhiyuan   

  1. Key Laboratory of Functional Small Organic Molecules, Ministry of Education, College of Chemistry & Chemical Engineering, Jiangxi Normal University, Nanchang 330022
  • Received:2015-05-25 Revised:2015-06-23 Published:2015-07-08
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21202065, 21462022) and the Natural Science Foundation of Jiangxi Province (No. 20142BAB213004).

Catellani反应是在钯和降冰片烯的共同作用下对芳环上非活化的远程碳氢键进行直接官能化的一类多米诺反应. 通过对芳基卤素邻位碳氢键的选择性活化和碳卤键本位的直接偶联取代, Catellani反应能够利用简单易得的芳香卤代烃作为起始原料, 在一个反应里面同时构建多个新的化学键, 合成结构比较复杂的含多取代基的芳(杂)环衍生物. 分类型综述了Catellani反应在最近几年来取得的重要研究进展.

关键词: 钯催化, 降冰片烯, 碳氢键活化, 多米诺反应

Catellani reaction is a kind of domino reaction that can achieve direct functionalization of the unactivated remote aromatic C—H bond, based on the use of a palladium catalyst and norbornene. Through the selective activation of the C—H bond which located at the ortho position of C—X, and a subsequent direct cross coupling reaction in the ipso position of aryl halide, the reaction employing aryl halide as a starting material opens a way for the selective formation of many new chemical bonds, as well as multi-substituted aromatic or aza-heterocyclic derivatives in a single reaction vessel. The recent advancements that introducing different strategies to terminate the typical Catellani reaction are mainly summarized.

Key words: palladium catalyst, norbornene, C—H bond activation, Domino reaction