Design and synthesis of 1,2-dihydroquinoline/chromene fused sugar triazole frameworks by copper-catalyzed one-pot click and intramolecular arylation reactions

Abstract

Expedient copper-catalyzed one-pot click and intramolecular arylation reactions have been developed for the synthesis of 1,2-dihydroquinoline/chromene-fused triazoles with varying sugar functionalities. It has been observed that the additive TMEDA greatly facilitates this copper-catalyzed cyclization. This reaction involves two mechanistically distinct reactions i.e. an atom-economical click reaction and a direct arylation of a sugar triazole. This method provides rapid and simple access to fused sugar triazoles in moderate to good yields. All the key products were characterized using ¹H and ¹³C NMR and HRMS data.