Journal of the American Chemical Society · 2002 · 150 citations · 13 references
Natural SciencesChemistryOrganic ChemistryAddition ReactionsHeterocycle SynthesisHeterocyclic ChemistryAmine FunctionalizationHeterocycle Functionalization
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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Copper-Catalyzed Coupling of Arylboronic Acids and Amines
Jon C. Antilla, Stephen L. Buchwald · Organic Letters · 2001 · 266 citations