Organic Letters · 2009 · 303 citations · 89 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryCross-coupling ReactionsHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsHeterocycle FunctionalizationHeterocyclic Medicinal ChemistryMedicinal HeterocyclesNickel CatalystsNickel-catalyzed Cross-couplingThiazole Chemistry
Ni-based catalytic systems for the arylation of heteroarenes with aryl halides and triflates have been established. Ni(OAc)(2)/bipy is a general catalyst for aryl bromides/iodides, and Ni(OAc)(2)/dppf is effective for aryl chlorides/triflates. Thiazole, benzothiazole, oxazole, benzoxazole, and benzimidazole are applicable as heteroarene coupling partners. A rapid synthesis of febuxostat, a drug for gout and hyperuricemia, is also demonstrated.
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The Catalytic Cross-Coupling of Unactivated Arenes
David R. Stuart, Keith Fagnou · Science · 2007 · 1K citations