The reagent [7,7-bis(trifluoroacetoxy)iodo]benzene, PIFA, brings about the facile oxidative rearrangement of aliphatic amides to amines in mildly acidic (pH 1-3) mixed aqueous-organic solvents. Aromatic amines are further oxidized by the reagent and therefore cannot be prepared by this method. The rearrangement, which is in effect an "acidic Hofmann rearrangement", occurs with complete retention of configuration in the migrating group,

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