Synlett · 1991 · 88 citations · 0 references
Natural SciencesChemistryInorganic ChemistryOrganometallic ChemistryPhysical ChemistryChemical ReactionsCross-coupling ReactionsMetal-ligand BondingTransition Metal ComplexesFluorine ChemistryHalogen FunctionalizationMetal InteractionsRegioselectivityStoichiometric MixturesTransition-metal-catalyzed Functionalization
2- And 4-Fluoroanisole undergo hydrogen/metal exchange at the position next to the alkoxy moiety if n-BuLi or tert-BuLi is used and at the position next to the halogen atom if the stoichiometric mixt. of butyllithium and potassium tert-butoxide serves as the reagents. 3-Fluoroanisole is always attacked at the position flanked by the 2 hetero-substituents. [on SciFinder (R)]