Ultrasound-Assisted Synthesis of Novel 4-(2-Phenyl-1,2,3-Triazol-4-yl)-3,4-Dihydropyrimidin-2(1H)-(Thio)ones Catalyzed by Sm(ClO4)3 英文参考文献.docVIP
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Ultrasound-Assisted Synthesis of Novel 4-(2-Phenyl-1,2,3-Triazol-4-yl)-3,4-Dihydropyrimidin-2(1H)-(Thio)ones Catalyzed by Sm(ClO4)3 英文参考文献
Molecules 2010, 15, 2087-2095; doi:10.3390/moleculeOPEN ACCESS
molecules
ISSN 1420-3049
/journal/molecules
Article
Ultrasound-Assisted Synthesis of Novel 4-(2-Phenyl-1,2,3-
Triazol-4-yl)-3,4-Dihydropyrimidin-2(1H)-(Thio)ones Catalyzed
by Sm(ClO4)3
Chen-Jiang Liu 1,2 and Ji-De Wang 1,2,
*
1
School of Science, Xian Jiaotong University, 710049 Xian, China; E-Mail: pxylcj@126.com
School of Chemistry and Chemical Engineering, Xinjiang University, Key Laboratory of Oil and
Gas Fine Chemicals, Ministry of Education, 830046 Urumqi, China
2
* Author to whom correspondence should be addressed; E-Mail: cjliuxj@126.com;
Tel.: +86-9918581211; Fax: +86-9918582807.
Received: 28 January 2010; in revised form: 15 March 2010 / Accepted: 24 March 2010 /
Published: 24 March 2010
Abstract: An efficient synthesis of novel 4-(2-phenyl-1,2,3-triazol-4-yl)-3,4-dihydro-
pyrimidin-2(1H)-(thio)ones from 1,3-dicarbonyl compounds, 2-phenyl-1,2,3-triazole-4-
carbaldehyde and urea or thiourea under ultrasound irradiation and using samarium
perchlorate as catalyst is described. Compared with conventional methods, the main
advantages of the present methodology are milder conditions, shorter reaction times and
higher yields.
Keywords: Biginelli reaction; dihydropyrimidinone; triazole; Sm(ClO4)3; ultrasound
Introduction
3,4-Dihydropyrimidin-2(1H)-ones and their derivatives have attracted increasing interest owing to
their therapeutic and pharmaceutical properties, such as antiviral, antibacterial, anti-inflammatory and
antitumour activities [1–3]. Recently, functionalized dihydropyrimidinones have been successfully
used as antihypertensive agents, calcium channel blockers, adrenergic and neuropeptide Y (NPY)
antagonists [4–5]. In addition, some alkaloids containing the dihydropyrimidine core unit which also
exhibit interesting biological properties have been isolated from marine sources. Most notably, among
thes
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