Angewandte Chemie International Edition · 2014 · 179 citations · 58 references
Natural SciencesChemistryOrganic ChemistryCoordination ChemistryCross-coupling ReactionsHeterocycle SynthesisRetrosynthetic AnalysisArene FunctionalizationAromatic Nucleophilic SubstitutionC-h ActivationCopper-catalyzed CouplingElectrophilic Aromatic SubstitutionElectrophilic Substitution In HeterocyclesTransition-metal-catalyzed Functionalization
The direct ortho-trifluoromethylation of arenes, including heteroarenes, with TMSCF3 has been accomplished by a copper(II)-promoted C-H activation reaction which completes within 30 minutes. Mechanistic investigations are consistent with the involvement of C-H activation, rather than a simple electrophilic aromatic substitution (SE Ar), as the key step.
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