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

doi:10.6023/cjoc201402018

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

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C（5）-对甲基苯甲酰取代的3,4-二氢嘧啶（硫）酮类化合物的微波无溶剂合成

李丽, 刘庆俭, 隋雪燕

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 E-mail:liuqj@sdnu.edu.cn

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

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

1. Synthesis of C(5)-(p-Toluoyl substituted)-3,4-dihydropyrimi- dinones (or -thiones) via Biginelli Reaction Promoted with Microwave Irradiation under Solvent-Free Conditions.PDF(1399KB)

Abstract

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

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Li Li, Liu Qingjian, Sui Xueyan. Synthesis of C(5)-(p-Toluoyl substituted)-3,4-dihydropyrimi- dinones (or -thiones) via Biginelli Reaction Promoted with Microwave Irradiation under Solvent-Free Conditions[J]. Chin. J. Org. Chem., 2014, 34(8): 1669-1672.

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C（5）-对甲基苯甲酰取代的3,4-二氢嘧啶（硫）酮类化合物的微波无溶剂合成

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

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