有机化学 ›› 2021, Vol. 41 ›› Issue (2): 731-737.DOI: 10.6023/cjoc202007070 上一篇    下一篇

研究论文

乙酸酐促进的[3+3]环化反应合成2-喹啉酮衍生物

赵瑜1, 陈卓1, 陈雪冰1,*()   

  1. 1 红河学院理学院 云南蒙自 661199
  • 收稿日期:2020-07-30 修回日期:2020-08-25 发布日期:2020-09-22
  • 通讯作者: 陈雪冰
  • 作者简介:
    * Corresponding author. E-mail:
  • 基金资助:
    云南省科技厅项目(2017FD156); 云南省高校科技创新团队资助项目.

Synthesis of 2-Quinolinone Derivatives via [3+3] Cyclization Promoted by Acetic Anhydride

Yu Zhao1, Zhuo Chen1, Xuebing Chen1,*()   

  1. 1 School of Science, Honghe University, Mengzi, Yunnan 661199
  • Received:2020-07-30 Revised:2020-08-25 Published:2020-09-22
  • Contact: Xuebing Chen
  • Supported by:
    the Applied Basic Research Project of Yunnan(2017FD156); the Program for Innovative Research Team Technology) in University of Yunnan Province

2-喹啉酮结构单元广泛存在于天然产物和药物活性分子中, 并且是重要的杂环合成砌块. 建立了一种乙酸酐促进下, 环状β-烯胺酮和丙二酸通过[3+3]环合反应构建2-喹啉酮化合物的新方法, 产率为70%~87%. 该方法具有原料简单易得、操作简便、路线简洁、目标化合物可修饰性强等优点.

关键词: β-烯胺酮, 2-喹啉酮, [3+3]环合, 乙酸酐促进

2-Quinolinone unit is frequently found in both natural products and pharmaceuticals. Furthermore, they are important heterocycle building blocks. Herein, a novel approach to the synthesis of 2-quinolinone derivatives has been established from [3+3] cyclization of β-enaminones with malonic acid promoted by acetic anhydride with yields of 70%~87%. The reaction is particularly attractive due to following advantages: simple starting materials, operational simplicity, concise synthetic route, easy purification, highly modifiability of target molecules and so on.

Key words: Keywords β-enaminones, 2-quinolinones, [3+3] cyclization, acetic anhydride promoted