Synthetic Communications · 2012 · 16 citations · 35 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryCross-coupling ReactionsOrganic SynthesisCatalyst DevelopmentEster-to-amide ConversionMild Reaction ConditionsReaction Mechanism ElucidationRearrangement Reactions
Abstract A Beckmann rearrangement of ketoximes reaction using triphenylphosphine/iodine as an effective catalyst in acetonitrile at reflux temperature is reported. The results indicate that conversion of oximes to amides can be reached in good to excellent yields under optimal reaction conditions within several minutes. The reaction mechanism is also proposed. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.
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