Journal of the American Chemical Society · 2004 · 1.1K citations · 18 references
Natural SciencesChemistryCatalysisOrganic ChemistryReaction EngineeringCatalyst PreparationCatalyst SynthesisCatalytic MechanismsCatalytic Reaction EngineeringHeterocycle SynthesisOrganic SynthesisAlkane FunctionalizationArene FunctionalizationC - H Bond FunctionalizationCatalytic Cycle AnalysisCatalytic FunctionalizationChemoselective FunctionalizationChemoselective SynthesisMild Reaction Conditions
This communication describes a new and highly practical Pd(II)-catalyzed method for the regio- and chemoselective oxidative functionalization of arenes and alkanes. Carbon-hydrogen bonds of substrates that contain a variety of directing groups (e.g., pyridine, azobenzene, pyrazole, and imine derivatives) are selectively transformed into esters, ethers, and aryl-halides under mild conditions. The scope of this reaction in terms of substrate, directing group, and oxidant is described, and a preliminary catalytic cycle is proposed.
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