Issue 88, 2021

Hypoiodite-catalysed oxidative homocoupling of arenols and tandem oxidation/cross-coupling of hydroquinones with arenes

Abstract

We report the hypoiodite-catalyzed oxidative C–C homocoupling of arenols to biarenols or biquinones using aqueous hydrogen peroxide as an oxidant. In addition, by combining hypoiodite catalysis and lipophilic Lewis acid-assisted Brønsted acid catalysis under aqueous conditions, we achieved a tandem oxidation/cross-coupling reaction of hydroquinones with electron-rich arenes. These results highlight the substantial scope of hypoiodite/acid co-catalysis for use in oxidative coupling reactions.

Graphical abstract: Hypoiodite-catalysed oxidative homocoupling of arenols and tandem oxidation/cross-coupling of hydroquinones with arenes

Supplementary files

Article information

Article type
Communication
Submitted
14 sept. 2021
Accepted
13 oct. 2021
First published
21 oct. 2021

Chem. Commun., 2021,57, 11625-11628

Hypoiodite-catalysed oxidative homocoupling of arenols and tandem oxidation/cross-coupling of hydroquinones with arenes

M. Uyanik, D. Nagata and K. Ishihara, Chem. Commun., 2021, 57, 11625 DOI: 10.1039/D1CC05171G

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