有机化学 ›› 2017, Vol. 37 ›› Issue (6): 1548-1555.DOI: 10.6023/cjoc201612001 上一篇    下一篇

研究简报

碘促进吡喃并[3,2-c]喹啉-4,5-二酮类衍生物的有效合成

周婷, 王道林, 钱建华, 赵伟   

  1. 渤海大学化学化工学院 辽宁省功能化合物合成与应用重点实验室 锦州 121003
  • 收稿日期:2016-12-01 修回日期:2017-01-11 发布日期:2017-02-17
  • 通讯作者: 王道林 E-mail:wangdaolin@sina.com
  • 基金资助:

    辽宁省教育厅创新团队(No.2015001)资助项目.

Iodine Promoted Synthesis of Pyrano[3,2-c]quinoline-4,5-diones

Zhou Ting, Wang Daolin, Qian Jianhua, Zhao Wei   

  1. Key Laboratory of Synthesis & Application of Functional Compound, College of Chemistry andChemical Engineering, Bohai University, Jinzhou 121003
  • Received:2016-12-01 Revised:2017-01-11 Published:2017-02-17
  • Contact: 10.6023/cjoc201612001 E-mail:wangdaolin@sina.com
  • Supported by:

    Project supported by the Innovation Team Project of Liaoning Province Education Department (No. 2015001).

在超声波辅助及哌啶和聚乙二醇-400的协同作用下,通过1-甲基-3-乙酰基-4-羟基-2-喹啉酮与芳香醛的Aldol缩合反应,合成了1-甲基-3-肉桂酰基-4-羟基-2-喹啉酮.该缩合产物在I2促进下,经过分子内的环化反应,成功制备了一系列吡喃并[3,2-c]喹啉-4,5-二酮衍生物.该方法具有反应操作简单、条件温和、收率良好的特点.

关键词: 喹啉, 杂环, 超声波, 碘, 合成

An efficient method for the synthesis of pyrano[3,2-c]quinoline-4,5-dione derivatives via iodine promoted intramolecular cyclization of 1-methyl-3-cinnamoyl-4-hydroxyquinolin-2-one, synthesized from aldol condensation of 1-methyl-3-acetyl-4-hydroxyquinolin-2-one with aromatic aldehydes in the presence of pyridine and PEG-400 under ultrasound irradiation, has been described. This method offers the advantages of a green approach, easy work-up, mild conditions and good yields.

Key words: quinoline, heterocycle, ultrasound irradiation, iodine, synthesis