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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

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Abstract

Heteropolyacid anchored on SBA-15 functionalized with 2-aminoethyl dihydrogen phosphate (SBA-15@AEPH2-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.

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Acknowledgements

The authors gratefully acknowledge the partial support of this study by Ferdowsi University of Mashhad Research Council (Grant No. p/3/39490).

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  1. Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, Mashhad, 9177948974, Iran

    Roya Jahanshahi & Batool Akhlaghinia

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  1. Roya Jahanshahi
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Correspondence to Batool Akhlaghinia.

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Jahanshahi, R., Akhlaghinia, B. 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. Res Chem Intermed 44, 2451–2474 (2018). https://doi.org/10.1007/s11164-017-3240-9

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