Chemistry - A European Journal · 2014 · 98 citations · 84 references
Natural SciencesChemistryCatalysisOrganic ChemistryReaction EngineeringCatalyst DesignCatalyst PreparationCatalytic MaterialsHeterocycle SynthesisMetal CatalysisOrganic SynthesisCopper CatalysisCopper-catalyzed CouplingOxidative CatalysisScopeSubstrate ScopeSubstrate Scope EvaluationSubstrate Scope ExpansionTransition-metal-catalyzed Functionalization
A copper/silver-mediated oxidative ortho-ethynylation of unactivated aryl C-H bonds with terminal alkyne has been developed. The reaction uses the removable PIP directing group and features broad substrate scope, high functional-group tolerance, and compatibility with a wide range of heterocycles, providing an efficient synthesis of aryl alkynes. This procedure highlights the potential of copper catalysts to promote unique, synthetically enabling C-H functionalization reactions that lie outside of the current scope of precious metal catalysis.
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