Issue 11, 2019

Nickel-catalyzed anti-Markovnikov hydroarylation of alkenes

Abstract

We have developed a nickel-catalyzed hydroarylation of alkenes using aryl halides as coupling partners. Excellent anti-Markovnikov selectivity is achieved with aryl-substituted alkenes and enol ethers. We also show that hydroarylation occurs with alkyl substituted alkenes to yield linear products. Preliminary examination of the reaction mechanism suggests irreversible hydrometallation as the selectivity determining step of the hydroarylation.

Graphical abstract: Nickel-catalyzed anti-Markovnikov hydroarylation of alkenes

Supplementary files

Article information

Article type
Edge Article
Submitted
06 Dec 2018
Accepted
03 Feb 2019
First published
13 Feb 2019
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., 2019,10, 3231-3236

Nickel-catalyzed anti-Markovnikov hydroarylation of alkenes

J. Nguyen, A. Chong and G. Lalic, Chem. Sci., 2019, 10, 3231 DOI: 10.1039/C8SC05445B

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