邻甲基苯磺酸铜催化"一锅法"合成3,4-二氢嘧啶-2(1H)-酮

二氢嘧啶酮(DHPMs)及其衍生物具有广泛的生物活性,如抗病毒、抗肿瘤、抗癌、抗高血压及消炎等作用1].此外,DHPMs及其衍生物作为钙通道阻滞剂、α1a-对抗剂和神经肽Y的对抗剂,显示出良好的药理活性2].更重要的是,最近几种含二氢嘧啶酮-5-羧酸盐的海洋生物碱被成功分离出来,并表现出重要的生物学性质3],某些可以阻止HIVgp-120-CD4键的形成,是一种潜在的HIV抑制剂4].因此,对DHPMs及其衍生物的研究成为生物活性有机杂环化合物的研究热点之一.

One-pot synthesis of 3,4-dihydropyrimidin-2-(1H)-ones catalyzed by copper o-toluenesulfonate

3,4-Dihydropyrimidin-2-(1H)-ones were synthesized in high yields by a one-pot cyclocondensation of aldehyde, 1,3-dicarbonyl compound, and urea or thiourea using copper o-toluenesulfonate as a catalyst under solvent-free conditions at 90℃. Effects of molar ratio of reactants,amount of catalyst,and reaction temperature on the yields of 3,4-dihydropyrimidin-2-(1H)-ones were investigated. The results showed that at the condition of n_(aldebyde):_(1,3-dicarbonyl compounds):n_(urea(or thiourea)) =1:1.2:1.5,1 mol% catalyst (molar percent of aldehyde) ,2.0 h at 90℃ ,the yields of products were 51-96%. After reaction,the catalyst could be reused for four times without distinct loss of catalytic activity.