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Novel magnetic propylsulfonic acid-anchored isocyanurate-based periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO3H) as a highly efficient and reusable nanoreactor for the sustainable synthesis of imidazopyrimidine derivatives

Arezoo Akbari, Mohammad G. Dekamin, Amene Yaghoubi, Mohammad Reza Naimi‐Jamal

2020Scientific Reports46 citationsDOIOpen Access PDF

Abstract

Abstract In this study, preparation and characterization of a new magnetic propylsulfonic acid-anchored isocyanurate bridging periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO 3 H) is described. The iron oxide@PMO-ICS-PrSO 3 H nanomaterials were characterized by Fourier transform infrared spectroscopy, energy-dispersive X-ray spectroscopy and field emission scanning electron microscopy as well as thermogravimetric analysis, N 2 adsorption–desorption isotherms and vibrating sample magnetometer techniques. Indeed, the new obtained materials are the first example of the magnetic thermally stable isocyanurate-based mesoporous organosilica solid acid. Furthermore, the catalytic activity of the Iron oxide@PMO-ICS-PrSO 3 H nanomaterials, as a novel and highly efficient recoverable nanoreactor, was investigated for the sustainable heteroannulation synthesis of imidazopyrimidine derivatives through the Traube–Schwarz multicomponent reaction of 2-aminobenzoimidazole, C‒H acids and diverse aromatic aldehydes. The advantages of this green protocol are low catalyst loading, high to quantitative yields, short reaction times and the catalyst recyclability for at least four consecutive runs.

Topics & Concepts

NanoreactorThermogravimetric analysisCatalysisMesoporous organosilicaNanomaterialsMesoporous materialMaterials scienceFourier transform infrared spectroscopyOxideIron oxideChemical engineeringAdsorptionNanotechnologyNuclear chemistryChemistryOrganic chemistryMesoporous silicaMetallurgyEngineeringMulticomponent Synthesis of HeterocyclesSynthesis and Characterization of Heterocyclic CompoundsSynthesis of Tetrazole Derivatives
Novel magnetic propylsulfonic acid-anchored isocyanurate-based periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO3H) as a highly efficient and reusable nanoreactor for the sustainable synthesis of imidazopyrimidine derivatives | Litcius