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Efficient Aqueous-Phase Heck and Suzuki Couplings of Aryl Bromides Using Tri(4,6-dimethyl-3- sulfonatophenyl)phosphine Trisodium Salt (TXPTS)

Lucas R. Moore and Kevin H. Shaughnessy*

*Department of Chemistry and the Center for Green Manufacturing, The University of Alabama, Tuscaloosa, Alabama 35487-0336, Email: kshaughnbama.ua.edu

L. R. Moore, K. H. Shaughnessy, Org. Lett., 2004, 6, 225-228.

DOI: 10.1021/ol0360288 (free Supporting Information)


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Abstract

Sterically demanding, sulfonated arylphosphine ligands have been applied to the aqueous-phase Heck and Suzuki coupling of aryl bromides. TXPTS promotes the aqueous-phase Heck coupling under mild conditions and provides good yields of coupling products from aryl bromides at 80C. Active catalysts for Suzuki couplings of aryl bromides at 50C and 80C are described.

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Key Words

Heck Reaction, Suzuki Coupling, Green Chemistry


ID: J54-Y2004-060