Cu/Pd-Catalyzed One-Pot Synthesis of 2-(1,2,3-Triazolyl)methyl-3-alkynylImidazo[1,2-a]pyridines Involving Sequential SN Reaction/[3+2] Cycloaddition/Sonogashira Coupling Reactions

An efficient one-pot regioselective synthesis of 2-(1,2,3-triazolyl)methyl-3-alkynyl imidazo[1,2-a]pyridines is reported under simple and mild reaction conditions. The new imidazo[1,2-a]pyridines embedded with 4-substituted-[1,2,3]-triazole were obtained in good to excellent yields from 2-(chloromethyl)-3-iodo imidazo[1,2-a]pyridines via a one-pot sequence involving an SN reaction with azide, followed by copper-catalyzed [3+2]cycloaddition and a Sonogashira coupling reaction.

Automated summary

An efficient one-pot regioselective synthesis of 2-(1,2,3-triazolyl)methyl-3-alkynyl imidazo[1,2-a]pyridines is reported, yielding new imidazo[1,2-a]pyridines embedded with 4-substituted-[1,2,3]-triazole in good to excellent yields under mild reaction conditions via a one-pot sequence involving SN reaction with azide, copper-catalyzed [3+2] cycloaddition, and Sonogashira coupling reaction.