Synthesis of Novel Thiazolo[3,2-a]pyrimidine Compounds

Chin. J. Org. Chem. ›› 2009, Vol. 29 ›› Issue (03): 470-475. Previous Articles Next Articles

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新型噻唑并[3,2-a]嘧啶类化合物的合成

曾荣今^a ; 周再春^a ; 汪朝旭^a ; 李筱芳^*,a ; 陈忠^b ; 于贤勇^*,a,b

(a湖南科技大学化学化工学院理论化学与分子模拟省部共建教育部重点实验室
分子构效关系湖南省普通高等学校重点实验室湘潭 411201)
(b厦门大学物理系固体表面物理化学国家重点实验室福建省等离子体与磁共振研究重点实验室厦门 361005)

收稿日期:2008-11-17 修回日期:2009-01-05 发布日期:2009-03-20
通讯作者: 李筱芳; 于贤勇

Synthesis of Novel Thiazolo[3,2-a]pyrimidine Compounds

Zeng, Rongjin^a; Zhou, Zaichun^a ; Wang, Zhaoxu ^a; Li, Xiaofang^*,a ;
Chen, Zhong^b ; Yu, Xianyong^*,a,b

(a Key Laboratory of Theoretical Chemistry and Molecular Simulation of Ministry of Education, Hunan Province College Key Laboratory of QSAR/QSPR, School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201)
(b State Key Laboratory of Physical Chemistry of Solid Surface, Fujian Key Laboratory of Plasma and Magnetic Resonance, Department of Physics, Xiamen University, Xiamen 361005)

Received:2008-11-17 Revised:2009-01-05 Published:2009-03-20
Contact: Li, Xiaofang;Yu, Xianyong

Abstract

A new class of thiazolo[3,2-a]pyrimidine compounds were synthesized by the reaction of 5-carbethoxyl-4-aryl-6-methyl-1,2,3,4-tetrahydropyrimidin-2-ones with dimethyl acetylenedicarboxylate. The reaction has the advantages of excellent yields and simple workup procedures. The products were char-acterized thoroughly by IR and NMR (1H, 13C, COSY, HSQC and HMBC) together with elemental analysis. The X-ray crystallographic analysis of the 1,3-dipolar cycloaddition derivative of the title product provided the direct information for the structure of the product.

Key words: dimethyl acetylenedicarboxylate, cycloaddition, crystal structure, thiazolo[3,2-a]pyrimidine

Cite this article

Zeng, Rongjin^a; Zhou, Zaichun^a ; Wang, Zhaoxu ^a; Li, Xiaofang^*,a ;
Chen, Zhong^b ; Yu, Xianyong^*,a,b
. Synthesis of Novel Thiazolo[3,2-a]pyrimidine Compounds[J]. Chin. J. Org. Chem., 2009, 29(03): 470-475.

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新型噻唑并[3,2-a]嘧啶类化合物的合成

Synthesis of Novel Thiazolo[3,2-a]pyrimidine Compounds

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