A facile one-pot five-component synthesis of glycoside annulated dihydropyrimidinone derivatives with 1,2,3-triazol linkage via transesterification/Biginelli/click reactions in aqueous medium

Copper(I) promoted Huigsen 1,3-dipolar cycloaddition of terminal alkyne with azide is utilized as an efficient protocol for the one-pot five-component synthesis of glycoside annulated dihydropyrimidinone derivatives with 1,2,3-triazol linkage accomplished by tert-butyl beta-ketoester, arylaldehyde, urea, propargyl alcohol, and glycosyl azide through the combination of transesterification and Biginelli reaction in aqueous medium. This protocol provides an access to generate scaffolds with molecular diversity from readily available starting materials. (C) 2013 Elsevier Ltd. All rights reserved.