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有机化学
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有机化学 ›› 2009, Vol. 29 ›› Issue (03): 470-475. 上一篇    下一篇

研究简报

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   

  1. (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, Rongjina ; Zhou, Zaichuna ; Wang, Zhaoxu a; Li, Xiaofang*,a ;
Chen, Zhongb ; Yu, Xianyong*,a,b
  

  1. (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

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1428

被引次数

3

5-乙氧羰基-4-芳基-6-甲基-3,4-二氢嘧啶-2-酮与丁炔二酸二甲酯反应, 合成了系列新的噻唑并[3,2-a]嘧啶类化合物, 反应具有时间短、收率高、后处理简单等优点. 采用NMR (1H, 13C, COSY, HSQC和HMBC), IR等多种谱学技术, 结合元素分析对产物进行详细表征, 通过对目标产物的1,3-偶极环加成的衍生化产物进行X射线单晶衍射而确定目标产物的结构.

关键词: 噻唑并[3,2-a]嘧啶, 丁炔二酸二甲酯, 环加成, 晶体结构

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