Issue 7, 2020

Sulfoxide-mediated oxidative cross-coupling of phenols

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

Supplementary files

Article information

Article type
Edge Article
Submitted
08 Huk 2019
Accepted
09 Sun 2020
First published
15 Sun 2020
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2020,11, 2001-2005

Sulfoxide-mediated oxidative cross-coupling of phenols

Z. He, G. J. P. Perry and D. J. Procter, Chem. Sci., 2020, 11, 2001 DOI: 10.1039/C9SC05668H

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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