Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (8): 1669-1672.DOI: 10.6023/cjoc201402018 Previous Articles     Next Articles



李丽, 刘庆俭, 隋雪燕   

  1. 山东师范大学化学化工与材料科学学院 济南 250014
  • 收稿日期:2014-02-17 修回日期:2014-03-13 发布日期:2014-04-28
  • 通讯作者: 刘庆俭

Synthesis of C(5)-(p-Toluoyl substituted)-3,4-dihydropyrimi- dinones (or -thiones) via Biginelli Reaction Promoted with Microwave Irradiation under Solvent-Free Conditions

Li Li, Liu Qingjian, Sui Xueyan   

  1. College of Chemistry, Chemical Engineering and Materials Science, Shandong Normal University, Jinan 250014
  • Received:2014-02-17 Revised:2014-03-13 Published:2014-04-28

The Biginelli reaction, which involves the one-pot acid catalyzed cyclocondensation of ethyl acetoacetate, urea, and arylaldehyde, was first discovered by Italian chemist Pietro Biginelli about 120 years ago. A large number researchers have shown persistent attention to the study of Biginelli reaction on account of its significant biological and pharmaceutical activities and diversity of structural changes of dihydropyrimidines (DHPMs) and its derivatives. Herein, the synthesis of C(5)-(p-toluoyl)-3,4-dihydropyrimidin-2(1H)-ones (or -thiones) via Biginelli reaction has been accomplished from aldehydes, p-toluoylacetone, and urea or thiourea in the presence of TsOH promoted with microwave irradiation under solvent-free conditions in good yields and high purity without chromatographic separation.

Key words: Biginelli reaction, 3,4-dihydropyrimidin-2(1H)-ones (or -thiones), β-diketone, microwave irradittion