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Sulfoxide-mediated oxidative cross-coupling of phenols

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Abstract

A metal-free, oxidative coupling of phenols with various nucleophiles, including arenes, 1,3-diketones and other phenols, is reported. Cross-coupling is mediated by a sulfoxide which inverts the reactivity of the phenol partner. Crucially, the process shows high selectivity for cross-versus homo-coupling and allows efficient access to a variety of aromatic scaffolds including biaryls, benzofurans and, through an iterative procedure, aromatic oligomers.

Graphical abstract: Sulfoxide-mediated oxidative cross-coupling of phenols

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Article information


Submitted
08 Nov 2019
Accepted
09 Jan 2020
First published
15 Jan 2020

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2020, Advance Article
Article type
Edge Article

Sulfoxide-mediated oxidative cross-coupling of phenols

Z. He, G. J. P. Perry and D. J. Procter, Chem. Sci., 2020, Advance Article , DOI: 10.1039/C9SC05668H

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