Journal of the American Chemical Society · 2014 · 176 citations · 21 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistryReaction EngineeringCoordination ChemistryHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisFluorination ProcessesHeterocycle FunctionalizationReaction Mechanism DerivationReaction Mechanism ElucidationSubstrate ScopeSubstrate Scope ExpansionSubstrate Scope ProfilingSubstrate Scope Screening
On the basis of mechanism-driven reaction design, a Pd-catalyzed nucleophilic fluorination of aryl bromides and iodides has been developed. The method exhibits a broad substrate scope, especially with respect to nitrogen-containing heteroaryl bromides, and proceeds with minimal formation of the corresponding reduction products. A facilitated ligand modification process was shown to be critical to the success of the reaction.
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A Fluoride-Derived Electrophilic Late-Stage Fluorination Reagent for PET Imaging
Eunsung Lee, Adam S. Kamlet, David C. Powers et al. · Science · 2011 · 413 citations · Full text