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Copper-catalyzed O-arylation of phenols with diazonium salts

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Copper-catalyzed O-arylation of phenols with diazonium salts

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It’s well-known that diazonium salts (ArN2+) react with phenols (Ar′OH) to offer aryl diazoethers or diazo compounds, however their cross-coupling to solely entry diaryl ethers is difficult. Herein we disclose the Cu-catalyzed etherification of phenols with aryl diazonium salts at room temperature, yielding diaryl ethers in reasonable to glorious yields. The benefits of this protocol are delicate response circumstances, availability of reactants, operational simplicity, excessive tolerance of different purposeful teams and straightforward work-up. Its utility to the synthesis of complicated organic molecules is demonstrated. The response proceeds by single-electron switch, extrusion of nitrogen, oxidative addition, and reductive elimination to offer diaryl ether merchandise.

Graphical abstract: Copper-catalyzed O-arylation of phenols with diazonium salts

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