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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


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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 80°C. Active catalysts for Suzuki couplings of aryl bromides at 50°C and 80°C are described.

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Key Words

Heck Reaction, Suzuki Coupling, Green Chemistry


ID: J54-Y2004-060