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A New Efficient Catalytic System for the Chemoselective Cobalt-Catalyzed Cross-Coupling of Aryl Grignard Reagents with Primary and Secondary Alkyl Bromides

Gérard Cahiez*, Christophe Chaboche, Christophe Duplais and Alban Moyeux

*Department of Chemistry, CNRS - Université de Paris 13, 74 Rue Marcel Cachin, F-93017 Bobigny, France, Email: gerard.cahiezuniv-paris13.fr

G. Cahiez, C. Chaboche, C. Duplais, A. Moyeux, Org. Lett., 2009, 11, 277-280.

DOI: 10.1021/ol802362e (free Supporting Information)


Abstract

An efficient cobalt-catalyzed alkylation of aromatic Grignard reagents is performed in good yields in the presence of CoCl2/TMEDA (1:1) as  catalytic system. Primary and secondary cyclic or acyclic alkyl bromides were used successfully. The reaction tolerates ester, amide, and keto groups, is inexpensive and very easy to carry out on a larger scale.

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New Insights into the Copper-Catalyzed Alkylation of Grignard and Organolithium Reagents

G. Cahiez, O. Gager, J. Buendia, Synlett, 2010, 299-303.

Manganese-Catalyzed Cross-Coupling Reaction between Aryl Grignard Reagents and Alkenyl Halides

G. Cahiez, O. Gager, F. Lecomte, Org. Lett., 2008, 10, 5255-5256.


Key Words

Alkylation


ID: J54-Y2009-0200