The Journal of Organic Chemistry · 2010 · 43 citations · 37 references
Natural SciencesChemistryCatalysisOrganometallic ChemistryReaction EngineeringHalogen ChemistryOrganometallic SynthesisBromine ChemistryConjugate Addition
A very simple, efficient, and regiospecific protocol for aminobromination of a wide scope of beta-nitrostyrene derivatives with N-bromoacetamide (NBA) as nitrogen/bromine sources has been developed by using K(3)PO(4) as catalyst. The reaction proceeded smoothly and cleanly to give the bromoamines in good to excellent yields (78-99%) within 24 h in CH(2)Cl(2) at room temperature without protection of inert gases. A possible mechanism involving a nucleophilic conjugate addition was proposed.
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