A Catalyst‐Controlled Aerobic Coupling of <i>ortho</i>‐Quinones and Phenols Applied to the Synthesis of Aryl Ethers

Zheng Huang, Jean‐Philip Lumb

Angewandte Chemie International Edition · 2016 · 62 citations · 60 references

Concepts

Abstract

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.

References

60