微波辐射促进选择性合成4,6-二芳基-3,4-二氢嘧啶-2(1H)-酮和嘧啶-2(1H)-酮

微波辐射促进选择性合成4,6-二芳基-3,4-二氢嘧啶-2(1H)-酮和嘧啶-2(1H)-酮

摘要 探讨了在微波加热条件下, 芳香醛、取代苯乙酮和尿素的三组分反应在N,N-二甲基甲酰胺(DMF)中制得4,6-二芳基-3,4-二氢嘧啶-2(1H)-酮类化合物, 收率为68%～84%. 若在反应体系中加入三甲基氯硅烷, 该三组分反应则高产率(66%～87%)地生成相应的脱氢产物4,6-二芳基嘧啶-2(1H)-酮类化合物. 该反应具有反应条件温和、产物收率高、操作方便等优点, 为4,6-二芳基-嘧啶-2(1H)-酮类药物中间体的合成提供了一条全新的路线.

关键词 嘧啶酮; 3,4-二氢嘧啶-2(1H)-酮; 微波合成; 多组分反应; Biginelli 反应

Microwave Irradiation Assisted Selective Synthesis of 4,6-Diaryl-3,4-dihydropyrimidin-2(1H)-ones and Pyrimidin-2(1H)-ones

Abstract Under microwave irradiation, the three-component reaction of aromatic aldehydes, substituted acetophenones and

urea in N,N-dimethyl formamide (DMF) resulted in 4,6-diaryl-3,4-dihydro-pyrimidin-2(1H)-ones in 68%～84% yields. In the

presence of chlorotrimethylsilane, the three-component reactions gave the corresponding dehydrogenated 4,6-diarylpyrimidin-

2(1H)-ones in satisfactory yields (66%～87%). This method of microwave irradiation for the preparation of 4,6-diaryl pyrimidin-2(1H)-ones was simple, efficient and reaction time-saving.

Keywords pyrimidinone; 3,4-dihydropyrimidinone; microwave synthesis; multicomponent reaction; Biginelli reaction