有机化学 ›› 2015, Vol. 35 ›› Issue (1): 200-206.DOI: 10.6023/cjoc201408031 上一篇    下一篇

研究简报

3,3'-芳基(烷基)二(4-氨基香豆素)和1,4-二氢吡啶并[3,2-c][5,6-c]双香豆素类衍生物的有效合成

王道林, 吴健莹, 董哲, 吴丹, 王永阳   

  1. 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
  • 收稿日期:2014-08-26 修回日期:2014-10-08 出版日期:2015-01-25 发布日期:2014-10-16
  • 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 Synthesis of 3,3'-Aryl(alkyl)-bis(4-aminocoumarine) and 1,4-Dihydropyridino[3,2-c][5,6-c]dicoumarines

Wang Daolin, Wu Jianying, Dong Zhe, Wu Dan, Wang Yongyang   

  1. Key Laboratory of Synthesis & Application of Functional Compound, College of Chemistry, Chemical Engineering & Food Safety, Bohai University, Jinzhou 121003
  • Received:2014-08-26 Revised:2014-10-08 Online:2015-01-25 Published:2014-10-16
  • Supported by:

    Project supported by the Science and Technology Department of Liaoning Province (No. 2011220022).

在KHSO4作用下, 以4-氨基香豆素和醛为基础原料, 通过反应条件的有效控制, 成功制备了一系列3,3'-芳基 (烷基)二(4-氨基香豆素)和1,4-二氢吡啶并[3,2-c][5,6-c]双香豆素类化合物. 该反应操作简单、条件温和、收率良好. 产物结构经NMR, IR及元素分析数据得以证实.

关键词: 4-氨基香豆素, 醛, 3,3'-芳基(烷基)二(4-氨基香豆素), 1,4-二氢吡啶并[3,2-c][5,6-c]双香豆素, KHSO4, 合成

A simple and efficient procedure for the preparation of 3,3'-aryl(alkyl)-bis(4-aminocoumarine)s has been developed by the reaction of 4-hydroxycoumarin and aldehydes in MeOH under room temperature conditions in the presences of KHSO4 as a catalyst. 1,4-Dihydropyridino[3,2-c][5,6-c]dicoumarines were also obtained via condensation of 4-hydroxycou- marin and aldehydes in HOAc under reflux conditions in good yields. All of above compounds have been confirmed by IR, NMR spectra and elemental analysis.

Key words: 4-aminocoumarine, aldehyde, 3,3'-aryl(alkyl)-bis(4-aminocoumarine), 1,4-dihydropyridino[3,2-c][5,6-c]dicou- marine, KHSO4, synthesis