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有机化学.pdfVIP

DOI: 10.6023/cjoc201402019 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE 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 (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) 摘要 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 Synthesis of Bis(iodo-benzopyran) Derivatives and Bis(iodo-2H- quinoline) Derivatives by Electrophilic Cyclization Luo, Qiana,b Xie, Yongxin*,a Chen, Zhaoyang*,a Yan, Shiyoua Deng, Wenyea Liu, Yia,b Wang, Lulua a ( Key Laboratory of Functional Materials and Devices for Special Environments of Chinese Academy of Sciences, Xinjiang Key Laboratory of Electroni c 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) Abstract 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. Keywords diyne di