有机化学 ›› 2018, Vol. 38 ›› Issue (9): 2435-2442.DOI: 10.6023/cjoc201804012 上一篇    下一篇

所属专题: 合成科学

研究论文

自由基正离子盐促进的含呋喃内酯结构喹啉衍生物的合成研究

张学文a, 李鹏飞b, 袁宇a, 贾晓东a   

  1. a 扬州大学化学化工学院 扬州 225002;
    b 西北师范大学化学化工学院 兰州 730070
  • 收稿日期:2018-04-08 修回日期:2018-05-17 发布日期:2018-06-01
  • 通讯作者: 袁宇, 贾晓东 E-mail:yyuan@yzu.edu.cn;jiaxd1975@163.com
  • 基金资助:

    国家自然科学基金(Nos.21362030,21562038)资助项目.

Synthesis of Quinoline Derivatives Containing Lactone Structure Promoted by Radical Cation Salt

Zhang Xuewena, Li Pengfeib, Yuan Yua, Jia Xiaodonga   

  1. a School of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002;
    b College of Chemistry & Chemical Engineering, Northwest Normal University, Lanzhou 730070
  • Received:2018-04-08 Revised:2018-05-17 Published:2018-06-01
  • Contact: 10.6023/cjoc201804012 E-mail:yyuan@yzu.edu.cn;jiaxd1975@163.com
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 1362030, 21562038).

以含有内酯结构单元的苯胺类衍生物为原料,通过自由基正离子盐促进的饱和C-H键需氧氧化,与苯乙烯类化合物发生氧化Povarov反应,实现了含内酯结构单元的喹啉衍生物的高效合成,为含有多官能团的喹啉骨架的建立提拱了新方法.机理研究表明,该反应中饱和C-H键的氧化是通过自由基中间体实现的.

关键词: 自由基正离子盐, 碳氢活化, Povarov反应, 喹啉, 内酯

Using aniline derivatives containing lactone structure and styrenes as the starting materials, a series of lactone substituted quinolines were constructed efficiently by oxidative Povarov reaction, promoted by radical cation salt. This reaction provides a new method to achieve the construction of functionalized quinoline skeletons. The mechanistic study reveales that the oxidation of the saturated C-H bond is mediated by free radical intermediate.

Key words: radical cation salt, C-H activation, Povarov reaction, quinoline, lactone