有机化学 ›› 2014, Vol. 34 ›› Issue (4): 783-787.DOI: 10.6023/cjoc201309025 上一篇    下一篇

研究论文

1,4-二氢吡啶并[3,2-c]香豆素类衍生物的有效合成

王道林a, 董哲a, 刘忠b, 赵伟a, 杨菲菲a   

  1. a 辽宁省功能化合物合成与应用重点实验室 渤海大学化学化工与食品安全学院 锦州 121003;
    b 吉林省石油化工设计研究院 长春 130021
  • 收稿日期:2013-09-16 修回日期:2013-12-04 发布日期:2013-12-13
  • 通讯作者: 王道林 E-mail:wangdaolin@sina.com
  • 基金资助:
    辽宁省科技厅(No. 2011220022)资助项目.

Efficient One-Pot Synthesis of 1,4-Dihydropyridino[3,2-c]coumarins

Wang Daolina, Dong Zhea, Liu Zhongb, Zhao Weia, Yang Feifeia   

  1. a Key Laboratory of Synthesis & Application of Functional Compound, College of Chemistry, Chemical Engineering & Food Safety, Bohai University, Jinzhou 121003;
    b Jilin Research Institute of Petrochemical Technology, Changchun 130021
  • Received:2013-09-16 Revised:2013-12-04 Published:2013-12-13
  • Supported by:
    Project supported by the Science and Technology Department of Liaoning Province (No. 2011220022).

在分子碘作用下,通过4-氨基香豆素、芳香醛和苯乙炔的三组分亚胺-环加成反应,成功制备了一系列1,4-二氢吡啶并[3,2-c]香豆素类化合物. 该反应操作简单、条件温和、收率良好. 产物结构经NMR,IR,MS及元素分析数据得以证实.

关键词: 4-氨基香豆素, 苯乙炔, 1,4-二氢吡啶并[3,2-c]香豆素, 亚胺-环加成反应, 碘, 合成

Efficient one-pot synthesis of 1,4-dihydropyridino[3,2-c]coumarines was obtained starting from 4-aminocou-marin, aromatic aldehydes and phenylacetylene via imino-Diels-Alder reaction in the presences of molecular iodine as a catalyst in good yields. All of above compounds have been confirmed by NMR, IR, MS spectra and elemental analysis.

Key words: 4-aminocoumarins, phenylacetylene, 1,4-dihydropyridino[3,2-c]coumarine, imino-Diels-Alder reaction, iodine, synthesis