有机化学 ›› 2014, Vol. 34 ›› Issue (12): 2537-2542.DOI: 10.6023/cjoc201402019 上一篇    下一篇

研究论文

亲电碘环化反应合成双碘代苯并吡喃衍生物和双碘代1,2-二氢喹啉衍生物

罗倩a,b, 谢永新a, 陈朝阳a, 闫世友a, 邓文叶a, 刘义a,b, 王璐璐a   

  1. a. 中国科学院特殊环境功能材料与器件重点实验室 新疆电子信息材料与器件重点实验室中国科学院新疆理化技术研究所 乌鲁木齐 830011;
    b. 中国科学院大学 北京 100049
  • 收稿日期:2014-02-16 修回日期:2014-05-01 出版日期:2014-12-25 发布日期:2014-08-11
  • 通讯作者: 谢永新, 陈朝阳 E-mail:xieyx@ms.xjb.ac.cn;czy@ms.xjb.ac.cn
  • 基金资助:

    新疆维吾尔自治区自然科学基金(No.2013211A052)资助项目.

Synthesis of Bis(iodo-benzopyran) Derivatives and Bis(iodo-2H-quinoline) Derivatives by Electrophilic Cyclization

Luo Qiana,b, Xie Yongxina, Chen Zhaoyanga, Yan Shiyoua, Deng Wenyea, Liu Yia,b, Wang Lulua   

  1. a. Key Laboratory of Functional Materials and Devices for Special Environments of Chinese Academy of Sciences, Xinjiang Key Laboratory of Electronic Information Materials and Devices; Xinjiang Technical Institute of Physics & Chemistry, Chinese Academy of Sciences, Urumqi 830011;
    b. Graduate University of Chinese Academy of Sciences, Beijing 100049
  • Received:2014-02-16 Revised:2014-05-01 Online:2014-12-25 Published:2014-08-11
  • Supported by:

    Project supported by the Natural Science Foundation of Xinjiang Uygur Autonomous Region of China (No.2013211A052).

采用不同取代的二苯醚己二炔化合物及N-磺酰基取代的苯胺己二炔为底物, 以ICl为亲电试剂, 在温和条件下通过亲电碘环化能快速实现一系列双碘代苯并吡喃衍生物及双碘代1,2-二氢喹啉衍生物的合成; 该反应操作简单、条件温和、收率良好, 产物结构经NMR, IR及MS分析数据得以证实.

关键词: 二炔二醚, 亲电碘环化, 1,2-二氢喹啉, 苯并吡喃

Elecrophilic cyclization was developed from the reaction of diyne diethers and N-sulfonyl substituted anilines with ICl under mild conditions, which produced bis(iodo-benzopyran) derivatives and bis(iodo-2H-quinoline) derivatives fastly in good yields. All of above compounds have been confirmed by NMR, IR and MS analysis.

Key words: diyne diethers, electrophilic cyclization, 2H-quinoline, benzobyran