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.