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Visible-Light-Driven Copper-Catalyzed C(sp<sup>3</sup>)–O Cross-Coupling of Benzylic Radicals with Phenols

Xiaoye Yu, Jun Chen, Jun Chen, Hongwei Chen, Wen‐Jing Xiao, Jia‐Rong Chen, Jia‐Rong Chen

2020Organic Letters50 citationsDOI

Abstract

)-O coupling of benzylic radicals with phenols is described for the first time. This operationally simple and robust process features mild conditions, broad scope, and high functional-group tolerance, enabling the construction of a diverse range of cyanoalkylated aryl ethers (33 examples). Key to this protocol is the dual role of copper salt that acts not only as a photosensitizer but also as a cross-coupling catalyst.

Topics & Concepts

ChemistryRadicalCatalysisPhenolsCopperCoupling (piping)PhotochemistryVisible spectrumMedicinal chemistryOrganic chemistryOptoelectronicsPhysicsMechanical engineeringEngineeringRadical Photochemical ReactionsCatalytic Cross-Coupling ReactionsSulfur-Based Synthesis Techniques