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Issue 35, 2014
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Copper-catalysed direct radical alkenylation of alkyl bromides

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Abstract

A copper-catalysed direct radical alkenylation of various benzyl bromides and α-carbonyl alkyl bromides has been developed. Compared with the recent radical alkenylations which mostly focused on secondary or tertiary alkyl halides, this transformation shows good reactivity to primary alkyl halides and tertiary, secondary alkyl halides were also tolerated. The key initiation step of this transformation is a copper-induced single-electron reduction of C–Br bonds to generate alkyl radical species.

Graphical abstract: Copper-catalysed direct radical alkenylation of alkyl bromides

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Publication details

The article was received on 20 Apr 2014, accepted on 07 Jul 2014 and first published on 08 Jul 2014


Article type: Communication
DOI: 10.1039/C4OB00813H
Author version available: Download Author version (PDF)
Citation: Org. Biomol. Chem., 2014,12, 6790-6793
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    Copper-catalysed direct radical alkenylation of alkyl bromides

    X. Zhang, H. Yi, Z. Liao, G. Zhang, C. Fan, C. Qin, J. Liu and A. Lei, Org. Biomol. Chem., 2014, 12, 6790
    DOI: 10.1039/C4OB00813H

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