Efficient microwave assisted synthesis of novel 1,2,3-triazole–sucrose derivatives by cycloaddition reaction of sucrose azides and terminal alkynes

Abstract

Novel 1-(1′,2,3,3′,4,4′,6-hepta-O-acetyl-6′-deoxy-sucros-6′-yl)-4-substituted-1,2,3-triazoles were synthesized by microwave assisted copper catalyzed 1,3-dipolar cycloaddition of sucrose derived azides with terminal alkynes in excellent yields and in short reaction times. The compound 1′,2,3,3′,4,4′,6-hepta-O-acetyl-6′-azido-6′-deoxy-sucrose was regioselectively synthesized from sucrose by improved procedure and used for the cycloadditions. By combining carbohydrate and 1,2,3-triazole structural motifs, a library of 1,2,3-triazole–sucrose conjugates have been obtained.