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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.

SUBMITTER: Nguyen J

PROVIDER: S-EPMC6429615 | biostudies-literature | 2019 Mar

REPOSITORIES: biostudies-literature

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Nickel-catalyzed anti-Markovnikov hydroarylation of alkenes.

Nguyen Julia J Chong Andrea A Lalic Gojko G

Chemical science 20190213 11

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. ...[more]

PMID: 30996906

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