Directing-Group-Enabled Cycloaddition of Azides and Alkynes toward Functionalized Triazoles
Linwei Zeng, Zhencheng Lai, Chen Zhang, Hujun Xie, Sunliang Cui
Abstract
Herein, we report a directing-group-enabled Huisgen cycloaddition of azides and alkynes for the synthesis of functionalized triazoles in which the triazene group could act as a directing group to enable this regioselective [3 + 2] cycloaddition and further replacement by diverse groups, including amino, amide, halogen, and heterocycle substituents. This method represents a general and practical synthesis of triazoles under mild reaction conditions and broad substrate scope.
Topics & Concepts
CycloadditionChemistryRegioselectivityAmideCombinatorial chemistryHalogenSubstrate (aquarium)TriazeneFunctional groupGroup (periodic table)Organic chemistryCatalysisOceanographyGeologyAlkylPolymerClick Chemistry and ApplicationsCyclopropane Reaction MechanismsChemical Synthesis and Analysis