三聚氯氰高效催化一锅法合成3,4-二氢嘧啶-2(1H)-酮衍生物

Efficient one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones catalyzed by cyanuric chloride

3,4-二氢嘧啶酮衍生物具有重要生理活性,因此该类化合物的合成受到广泛关注。以廉价的三聚氯氰催化芳醛、尿素和乙酰乙酸乙酯或环戊酮的“一锅法”Biginelli反应,在无溶剂和无保护的条件下合成了一系列芳亚甲基稠环嘧啶酮化合物,其中代表性化合物结构经NMR、IR和熔点等表征手段确定。该方法所用催化剂经济易得,且催化剂用量较少,反应条件温和,产率较高,为3,4-二氢嘧啶-2(1H)-酮衍生物的合成提供了新的方法。

Synthesis of 3,4-dihydropyrimidin-ones and its functionalized derivatives has gained widespread attentions due to high biological activities.This paper described an efficient synthesis method for 3,4-dihydropyrimidin-ones via cyanuric chloride catalyzed Biginelli reaction of aromatic aldehyde,urea and ethyl acetoacetate or cyclopentanone.The structures of representative products were characterized by NMR spectra,IR and melting point.The reactions produce a series of arylidene heterobicyclic pyrimidinones under solvent-free and protectant-free conditions.The new synthesis method for 3,4-dihydropyrimidin-ones has the advantages of cheap and less catalyst,moderate reaction conditions and high yield.