Organic Letters · 2011 · 317 citations · 58 references
Chemical EngineeringCross-coupling ReactionEngineeringAlkene MetathesisDerivative (Chemistry)Aryl IodidesFluorous SynthesisOrganic ChemistryNew MethodologyCatalysisOrganometallic CatalysisChemistryAromatic DifluoromethylationHalogenationChemical DerivativeCopper-catalyzed Cross-coupling
A new methodology for aromatic difluoromethylation is described. Aryl iodides reacted with α-silyldifluoroacetates upon treatment with copper catalyst in DMSO or DME to give the corresponding aryldifluoroacetates in moderate to good yields. The subsequent hydrolysis of aryldifluoroacetates and KF-promoted decarboxylation afforded a variety of difluoromethyl aromatics.
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The Palladium-Catalyzed Trifluoromethylation of Aryl Chlorides
Eun Jin Cho, Todd D. Senecal, Tom Kinzel et al. · Science · 2010 · 771 citations