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有机化学.pdfVIP

DOI: 10.6023/cjoc201408031 研究简报 有机化学 Chinese Journal of Organic Chemistry NOTE 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 (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) 摘要 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 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 (Key Laboratory of Synthesis Application of Functional Compound , College of Chemistry, Chemical Engineering Food Safety, Bohai University, Jinzhou 121003) Abstract A simple and efficient procedure for the preparation of 3,3-aryl(alkyl)-bis(4-aminocoumarine)s has been devel- oped by the reaction of 4-hydroxycoumarin and aldehydes in MeOH under room temperature conditions in the presences of KHSO as a catalyst. 1,4-Dihydropyridino[3,2-c][5,6-c]dicoumarines were also obtained via condensation of 4-hydroxycou- 4 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. Keywords 4-aminocoumarine; aldehyde; 3,3-aryl(alkyl)-bis(4-aminocoumarine); 1,4-dihydropyridino[3,2-c][5,6-c]dicou- marine; KHSO ; synthesis 4 香豆素衍生物是一类广泛存在于自然界中的重要