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2012 , Vol. 32 >Issue 06: 1108 - 1111

DOI: https://doi.org/10.6023/cjoc1111281

研究论文

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

  • 安琳 ,
  • 张玲 ,
  • 郑友广 ,
  • 薛运生 ,
  • 牟杰 ,
  • 刘玲 ,
  • 刘毅
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  • 徐州医学院药学院 徐州 221004

收稿日期: 2011-11-28

  修回日期: 2011-12-22

  网络出版日期: 2012-02-04

基金资助

江苏省高校自然科学基金(No. 11KJB350005)、徐州医学院药学院院长基金(No. 2010YKJ008)、江苏高校优势学科建设工程、徐州市科技计划(Nos.XF11C062, XZZD1055)资助项目.

收起

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

  • An Lin ,
  • Zhang ling ,
  • Zheng Youguang ,
  • Xue Yunsheng ,
  • Mou Jie ,
  • Liu Ling ,
  • Liu Yi
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  • School of Pharmacy, Xuzhou Medical College, Xuzhou 221004

Received date: 2011-11-28

  Revised date: 2011-12-22

  Online published: 2012-02-04

Supported by

Project supported by the Natural Science Foundation of the Jiangsu Higher Education Institutions of China (No. 11KJB350005), the Presidential Foundation of Xuzhou Medical College of China (No. 2010YKJ008), the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD), and the Natural Science Foundation of Xuzhou City (Nos. XF11C062, XZZD1055).

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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

本文引用格式

安琳 , 张玲 , 郑友广 , 薛运生 , 牟杰 , 刘玲 , 刘毅 . 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[J]. 有机化学, 2012 , 32(06) : 1108 -1111 . DOI: 10.6023/cjoc1111281

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.

Key words： pyrimidinone; 3,4-dihydropyrimidinone; microwave synthesis; multicomponent reaction; Biginelli reaction

参考文献

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