Non-directed Pd-catalysed electrooxidative olefination of arenes

Abstract

The Fujiwara–Moritani reaction is a powerful tool for the olefination of arenes by Pd-catalysed C–H activation. However, the need for superstoichiometric amounts of toxic chemical oxidants makes the reaction unattractive from an environmental and atom-economical view. Herein, we report the first non-directed and regioselective olefination of simple arenes via an electrooxidative Fujiwara–Moritani reaction. The versatility of this operator-friendly approach was demonstrated by a broad substrate scope which includes arenes, heteroarenes and a variety of olefins. Electroanalytical studies suggest the involvement of a Pd(II)/Pd(IV) catalytic cycle via a Pd(III) intermediate.

Graphical abstract: Non-directed Pd-catalysed electrooxidative olefination of arenes

Supplementary files

Article information

Article type
Edge Article
Submitted
12 Jun 2022
Accepted
15 Jul 2022
First published
05 Aug 2022
This article is Open Access

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

Chem. Sci., 2022, Advance Article

Non-directed Pd-catalysed electrooxidative olefination of arenes

S. Panja, S. Ahsan, T. Pal, S. Kolb, W. Ali, S. Sharma, C. Das, J. Grover, A. Dutta, D. B. Werz, A. Paul and D. Maiti, Chem. Sci., 2022, Advance Article , DOI: 10.1039/D2SC03288K

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