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(Carboxy-3-oxopropylamino)-3-propylsilylcellulose as a novel organocatalyst for the synthesis of substituted imidazoles under solvent-free conditions
Mehri Salimi,Mohammad Ali Nasseri,Tayyebeh Daliran Chapesshloo,Batol Zakerinasab
RSC Advances Pub Date : 03/23/2015 00:00:00 , DOI:10.1039/C5RA01909E
Abstract

(Carboxy-3-oxopropylamino)-3-propylsilylcellulose (COPAPSC), a novel organocatalyst, has been prepared by a synthesis grafting of –COOH functionalized organosilanes on a cellulose using surface hydroxyl groups as anchor points. The –CO2H group-functionalized cellulose was synthesized via the consecutive surface functionalization with 3-aminopropyltriethoxysilane (3-APTES) followed by the condensation of the surface –NH2 groups with succinic anhydride. COPAPSC is used as a catalyst for the synthesis of tri- and tetra-substituted imidazoles from the reaction of benzil, aromatic aldehydes, ammonium acetate, and amines under solvent-free conditions. The key advantages of this process are high yields, easy work-up, purification of products by non-chromatographic methods and the reusability of the catalyst.

Graphical abstract: (Carboxy-3-oxopropylamino)-3-propylsilylcellulose as a novel organocatalyst for the synthesis of substituted imidazoles under solvent-free conditions
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