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A New General Preparation of Polyfunctional Diarylamines by the Addition of Functionalized Arylmagnesium Compounds to Nitroarenes
150
Citations
13
References
2002
Year
Chemical EngineeringEngineeringHeterocyclicFunctionalized Arylmagnesium HalidesReductive WorkupA Mechanistic RationaleOrganic ChemistryOrganometallic CatalysisCatalysisSynthetic ChemistryChemistryHeterocycle ChemistryNew General PreparationPolyfunctional DiarylaminesEnantioselective SynthesisBiomolecular EngineeringFunctionalized Arylmagnesium Compounds
The addition of functionalized arylmagnesium halides to nitroarenes in THF (-20 degrees C, 2 h) provides, after reductive workup (FeCl(2), NaBH(4)), various polyfunctional diarylamines in 63-86% yield. Heterocyclic arylated amines can be prepared by this one-pot procedure. A mechanistic rationale of this reaction is given.
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