Heteropolyacid anchored on SBA-15 functionalized with 2-aminoethyl dihydrogen phosphate: a novel and highly efficient catalyst for one-pot, three-component synthesis of trisubstituted 1,3-thiazoles

被引:11
作者
Jahanshahi, Roya [1 ]
Akhlaghinia, Batool [1 ]
机构
[1] Ferdowsi Univ Mashhad, Dept Chem, Fac Sci, Mashhad 9177948974, Iran
关键词
SBA-15@AEPH2-HPA; Trisubstituted 1,3-thiazoles; Heterogeneous mesoporous catalyst; Heteropolyacid; One-pot reaction; SOLID ACID CATALYST; MESOPOROUS SILICA; MULTICOMPONENT REACTION; SUZUKI-MIYAURA; COUPLING REACTIONS; NANOPOROUS SILICA; NATURAL-PRODUCTS; AQUEOUS-MEDIA; SULFONIC-ACID; THIAZOLE;
D O I
10.1007/s11164-017-3240-9
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Heteropolyacid anchored on SBA-15 functionalized with 2-aminoethyl dihydrogen phosphate (SBA-15@AEPH(2)-HPA) was synthesized as a novel and highly efficient heterogeneous mesoporous catalyst. Characterization of the as-synthesized catalyst was successfully performed using various techniques such as FT-IR, BET, small-angle XRD, SEM, EDX, TEM, TGA, ICP-OES and elemental analysis. The new catalyst revealed a superb catalytic activity towards the one-pot synthesis of a wide verity of trisubstituted 1,3-thiazole derivatives. This protocol involved the three-component reactions of arylglyoxals, cyclic 1,3-dicarbonyls and thioamides under mild reaction conditions. Surprisingly, the current methodology is far superior to the only literature precedent used in this regard. The most promising features which highlight the presented approach are: furnishing a very important class of pharmaceutically and biologically active 1,3-thiazoles in excellent yields within short reaction times, mildness of the reaction conditions, using water as the reaction media and facile catalyst reusability for at least nine successive runs without any appreciable loss of its activity. Importantly, the small-angle XRD analysis and TEM images of the 9th recovered catalyst clearly proved the privileged durability and stability of the introduced catalytic system, under the applied reaction condition.
引用
收藏
页码:2451 / 2474
页数:24
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