Journal of the American Chemical Society · 2005 · 531 citations · 18 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryCatalyst DesignCatalyst PreparationCatalytic MaterialsCatalytic MechanismsCross-coupling ReactionsOrganometallic ReactivityArylation ReactionsCross-coupling CatalysisPalladium-catalyzed Cross-couplingPyridine ChemistryRegioselective CatalysisSelectivityStereoselective Cross-couplingTransition-metal-catalyzed Cross-coupling
Direct arylation reactions of pyridine N-oxides occur in excellent yield with complete selectivity for the 2-position with a wide range of aryl bromides. This reactivity permits the use of inexpensive, commercially available, and bench-stable pyridine N-oxides as replacements for problematic 2-metallapyridines in palladium-catalyzed cross-coupling reactions.
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