Angewandte Chemie International Edition · 2016 · 62 citations · 60 references
Chemical EngineeringCross-coupling ReactionAryl EthersEngineeringPhenols AppliedCatalyst‐controlled Aerobic CouplingCatalytic Aerobic Cross-couplingCovalent ModificationOrganic ChemistryOrganometallic CatalysisCatalysisTransition MetalChemistryMolecular CatalysisCatalytic Synthesis
ortho-Quinones are underutilized six-carbon-atom building blocks. We herein describe an approach for controlling their reactivity with copper that gives rise to a catalytic aerobic cross-coupling with phenols. The resulting aryl ethers are generated in high yield across a broad substrate scope under mild conditions. This method represents a unique example where the covalent modification of an ortho-quinone is catalyzed by a transition metal, creating new opportunities for their utilization in synthesis.
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