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研究论文

铜催化氧化和Aza-Diels-Alder反应三组分合成喹啉

秦锋, 汤琳, 黄飞, 李晓悦, 张武   

  1. 安徽师范大学化学与材料科学学院 芜湖 241000
  • 收稿日期:2020-07-01 修回日期:2020-08-07 出版日期:2030-01-01 发布日期:2020-08-31
  • 通讯作者: 张武 E-mail:zhangwu@ahnu.edu.cn
  • 基金资助:
    国家自然科学基金(No.21272006)资助项目.

Copper-catalyzed Three-component Synthesis of Quinolines via Oxidation and Aza-Diels-Alder Reaction

Qin Feng, Tang Lin, Huang Fei, Li Xiaoyue, Zhang Wu   

  1. College of Chemistry and Materials Science, Anhui Normal University, Wuhu, 241000
  • Received:2020-07-01 Revised:2020-08-07 Online:2030-01-01 Published:2020-08-31
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21272006)

以苯胺、苯乙烯为原料,DMSO为C1合成子,开发了一种铜催化三组分反应合成喹啉衍生物的方法。机理研究表明形成亚胺中间体,进一步发生Aza-Diels-Alder反应。该方法具有高效、环境友好和底物适用范围广等特点。

关键词: 铜催化, 多组分反应, 喹啉衍生物, Aza-Diels-Alder反应

A tandem three-component reaction for the synthesis of quinolines from anilines, styrene and DMSO has been developed. DMSO is served as one-carbon synthon and solvent. The mechanism studies revealed that imine intermediate was involved and inverse electron demand Aza-Diels-Alder reaction was occurred. This method is featured by environmentally benign, good functional group tolerance and good to excellent yield.

Key words: Copper-catalyzed, Multi-component reaction, Quinoline derivatives, Aza-Diels-Alder reaction