Air-stable zirconium (IV)-salophen perfluorooctanesulfonate as a highly efficient and reusable catalyst for the synthesis of 3,4-dihydropyrimidin-2-(1H)-ones/thiones under solvent-free conditions

被引:24
作者
Li, Ningbo [1 ,3 ]
Wang, Yijun [1 ]
Liu, Feijun [1 ]
Zhao, Xin [1 ]
Xu, Xinhua [2 ]
An, Quan [3 ]
Yun, Keming [4 ]
机构
[1] Shanxi Med Univ, Basic Med Coll, Taiyuan 030001, Shanxi, Peoples R China
[2] Hunan Univ, Coll Chem & Chem Engn, Changsha 410082, Hunan, Peoples R China
[3] China Inst Radiat Protect, Taiyuan 030006, Shanxi, Peoples R China
[4] Shanxi Med Univ, Sch Forens Med, Jinzhong 030619, Peoples R China
基金
山西省青年科学基金; 中国国家自然科学基金;
关键词
Dihydropyrimidones; thiones; Perfluorooctanesulfonate; zirconium (IV)-salophen; Biginelli synthesis; Solvent-free; ONE-POT SYNTHESIS; STRONG LEWIS-ACIDS; BIGINELLI REACTION; CONDENSATION REACTION; RECYCLABLE CATALYST; DIHYDROPYRIMIDINONES; CHLORIDE; 3-COMPONENT; COMPLEXES; 3,4-DIHYDROPYRIMIDIN-2(1H)-ONES;
D O I
10.1002/aoc.5454
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An air-stable complex of zirconium (IV)-salophen perfluorooctanesulfonate (1) was successfully synthesized by reacting Zr (salphen)Cl-2 and C8F17SO3Ag. Complex 1 was characterized and studied by different techniques (NMR, IR, HRMS, TG-DSC, conductivity and acidity measurements), and was found to be air-stable, water tolerant, thermally stable and strongly Lewis-acidic. Complex 1 exhibited high catalytic efficiency for the synthesis of 3,4-dihydropyrimidin-2-(1H)-ones/thiones via the Biginelli reaction of aldehydes, 1,3-dicarbonyl compounds and urea/thiourea under solvent-free conditions. Furthermore, complex 1 could be reused 5 times with minimal changes in catalytic efficiency. Compared with previously reported methods, the important features of this protocol are the solvent-free conditions, the short reaction times, the wide substrate compatibility, the high efficiency and the good reusability.
引用
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页数:10
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