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One-Pot Copper-Catalyzed Three-Component Reaction of Sulfonyl Azides, Alkynes, and Allylamines To Access 2,3-Dihydro-1H-imidazo[1,2-a]indoles

Bingwei Zhou, Yunkui Liu, Hongwei Jin, Daohong Liu

2020Synthesis22 citationsDOI

Abstract

A copper-catalyzed multicomponent reaction of sulfonyl azides, alkynes, and allylamines affording 2,3-dihydro-1H-imidazo-[1,2-a]indoles in moderate yields is reported. Four C–N bonds are constructed­ by way of azide-alkyne cycloaddition (CuAAC) and double Ullmann-type coupling reactions in a one-pot process.

Topics & Concepts

ChemistrySulfonylCycloadditionAlkyneCatalysisAzideCopperMedicinal chemistryCombinatorial chemistryCoupling reactionOrganic chemistryPolymer chemistryAlkylSulfur-Based Synthesis TechniquesClick Chemistry and ApplicationsCatalytic C–H Functionalization Methods