仲胺介入的丙炔酸甲酯与亚胺的环合反应  

Secondary Amine-Mediated Cyclization of Methyl Propiolate with Imines

作　　者：马鸿飞[1] 黄浩[1] 宿江岭 钮长盛 吴正光[3] 卜洪忠[1] 李玉峰[1] 

机构地区：[1]南京工业大学化学与分子工程学院,南京211816 [2]山东万博化工有限公司,淄博255000 [3]南京大学化学化工学院,南京210093

出　　处：《有机化学》2016年第6期1335-1340,共6页Chinese Journal of Organic Chemistry

摘　　要：建立了一种合成四氢嘧啶衍生物的方法.仲胺与丙炔酸甲酯发生Michael加成反应,生成β-胺基丙烯酸酯;向β-胺基丙烯酸甲酯及亚胺的混合物中加入有机酸,常温下数分钟内发生环合反应得到四氢嘧啶衍生物,仲胺以铵盐形式离去.该反应对甲醛亚胺具有良好的适应性.A facile method for the synthesis of tetrahydropyrimidines is described. Diethylamine was treated with methyl propiolate to provide Michael adduct（β-amino acrylate）. In the presence of organic acid, the cyclization of imines with β-aminoacrylateoccurred at room temperature and completed within several minutes to give tetrahydropyrimidines with liberation of ammonium salt. Formaldimines show good toleration to the reaction.

关 键 词：丙炔酸甲酯 亚胺 胺介入反应 四氢嘧啶衍生物 

分 类 号：O621.25[理学—有机化学]