Palladium-Catalyzed Mono-α-arylation of Acetone with Aryl Halides and Tosylates
Kevin D. Hesp, Rylan J. Lundgren and Mark Stradiotto*
*Department of Chemistry, Dalhousie University, Halifax, Nova Scotia, Canada B3H 4J3, Email: mark.stradiottodal.ca
K. D. Hesp, R. J. Lundgren, M. Stradiotto, J. Am. Chem. Soc., 2011, 133, 5194-5197.
DOI: 10.1021/ja200009c (free Supporting Information)
The use of appropriately designed P,N-ligands proved to be the key to controlling the reactivity and selectivity in Pd-catalyzed mono-α-arylation of acetone with aryl chlorides, bromides, iodides, and tosylates. The reaction affords good yields with substrates containing a range of functional groups at modest Pd loadings using Cs2CO3 as the base and employing acetone as both a reagent and the solvent.
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