Organobase-catalyzed Efficient Synthesis of 4-Acyl-5-Aryl Tri-substituted Triazole Linked N-Glycosides as Glycohybrids

Abstract

Herein, we reported a highly efficient organobase-catalyzed method for the synthesis of fully decorated chirally enriched 4-acyl-5-aryl-trisubstituted-1,2,3-triazole-linked N-glycosides molecular scaffolds as glycohybrids. The process involves a base-catalysed click reaction, where β-ketoester reacts with various glycosyl azides in dimethyl sulfoxide at room temperature, furnishing new glycohybrids in good to excellent yields. This intermolecular reaction is metal-free, exceptionally efficient, versatile, and high-yielding, with broad substrate scope and remarkable selectivity.