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Issue 7, 2011
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Benzyl radical addition reaction through the homolytic cleavage of a benzylic C–H bond

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Abstract

Direct generation of a benzyl radical by C–H bond activation of toluenes and the addition reaction of the resulting radical to an electron deficient olefin were developed. The reaction of dimethyl fumarate with toluene in the presence of Et3B as a radical initiator at reflux afforded 2-benzylsuccinic acid dimethyl ester in good yield.

Graphical abstract: Benzyl radical addition reaction through the homolytic cleavage of a benzylic C–H bond

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Publication details

The article was received on 10 Dec 2010, accepted on 25 Jan 2011 and first published on 26 Jan 2011


Article type: Communication
DOI: 10.1039/C0OB01148G
Citation: Org. Biomol. Chem., 2011,9, 2062-2064
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    Benzyl radical addition reaction through the homolytic cleavage of a benzylic C–H bond

    M. Ueda, E. Kondoh, Y. Ito, H. Shono, M. Kakiuchi, Y. Ichii, T. Kimura, T. Miyoshi, T. Naito and O. Miyata, Org. Biomol. Chem., 2011, 9, 2062
    DOI: 10.1039/C0OB01148G

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