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Bismuth-Catalyzed Oxidative Coupling of Arylboronic Acids with Triflate and Nonaflate Salts

Oriol Planas, Vytautas Peciukenas and Josep Cornella*

*Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, Mülheim an der Ruhr, 45470, Germany, Email: cornellakofo.mpg.de

O. Planas, V. Peciukenas, J. Cornella, J. Am. Chem. Soc., 2020, 142, 11382-11387.

DOI: 10.1021/jacs.0c05343


Abstract

A Bi-catalyzed cross-coupling of arylboronic acids with perfluoroalkyl sulfonate salts enables the unusual construction of C(sp2)-O bonds using commercially available NaOTf and KONf as coupling partners. The reaction is based on a Bi(III)/Bi(V) redox cycle. An electron-deficient sulfone ligand proved to be key for the successful implementation of this protocol.

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Key Words

phenols


ID: J48-Y2020