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A Novel and Direct Alkyl Azidation of<i>p</i>-Alkylanisoles Using Phenyl Iodine(III) Bis(trifluoroacetate) (PIFA) and Trimethylsilyl Azide
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1994
Year
Trimethylsilyl AzideEngineeringUsing Phenyl IodineOrganic ChemistryOrganometallic CatalysisChemistryBenzylic ProtonsHypervalent Iodine ReagentPharmacologyHeterocycle ChemistryDerivative (Chemistry)Synthetic ChemistryBiomolecular EngineeringDirect Alkyl Azidation
Treatment of p-alkylanisoles (1a-h) bearing benzylic protons with hypervalent iodine reagent, phenyliodine(III) bis(trifluoroacetate) (PIFA) and trimethylsilyl azide (TMSN3) in acetonitrile gave arylalkyl azides (3a-h) in considerable yields.