Issue 35, 2014

Copper-catalysed direct radical alkenylation of alkyl bromides

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

Supplementary files

Article information

Article type
Communication
Submitted
20 Apr 2014
Accepted
07 Jul 2014
First published
08 Jul 2014

Org. Biomol. Chem., 2014,12, 6790-6793

Author version available

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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