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Palladium‐Catalyzed Mono‐α‐arylation of Carbonyl‐Containing Compounds with Aryl Halides using DalPhos Ligands
Author(s) -
Crawford Sarah M.,
Alsabeh Pamela G.,
Stradiotto Mark
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201200951
Subject(s) - chemistry , halide , aryl , catalysis , palladium , acetone , ligand (biochemistry) , organic chemistry , aryl halide , combinatorial chemistry , medicinal chemistry , biochemistry , alkyl , receptor
We report the extension and optimization of the [Pd(cinnamyl)Cl] 2 /DalPhos catalyst system, previously found effective for the mono‐α‐arylation of acetone, to the mono‐α‐arylation of a variety of carbonyl‐containing compounds with aryl halides and heteroaryl halides. Aryl methyl ketones, heteroaryl methyl ketones, propiophenones, malonates, and methoxyacetone can be α‐arylated under relatively mild conditions and in good yields. We also report the limitations of the ligand/catalyst system towards other classes of carbonyl‐containing compounds.