Magnesiation of Electron-Rich Aryl Bromides and Their Use in Nickel-Catalyzed Cross-Coupling Reactions

Stephen Y. W. Lau,* Greg Hughes, Paul D. O'Shea and Ian W. Davies

*Department of Process Research, Merck Frosst Centre for Therapeutic Research, 16711 Trans Canada Highway, Kirkland, QC, Canada H9H 3L1, Email: stephen_laumerck.com

S. Y. W. Lau, G. Hughes, P. D. O'Shea, I. W. Davies, Org. Lett., 2007, 9, 2239-2242.

DOI: 10.1021/ol070841b

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Abstract

Electron-rich aryl bromides are rapidly converted to the corresponding lithium triarylmagnesiates with (n-Bu)₃MgLi, which undergo efficient Kumada-Corriu reactions with a variety of aryl and alkenyl bromides, chlorides, tosylates, and triflates in the presence of a nickel catalyst.

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Key Words

Kumada Coupling

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ID: J54-Y2007-1760