Angewandte Chemie International Edition · 2017 · 308 citations · 66 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryCatalyst DesignCatalyst PreparationCatalytic MechanismsCross-coupling ReactionsElectrochemical SynthesisAmide Bond FormationAmination ReactionsBuchwald - Hartwig AminationCross CouplingFunctional Group ToleranceMild Reaction ConditionsNickel CatalysisNickel Catalysts
Along with amide bond formation, Suzuki cross-coupling, and reductive amination, the Buchwald-Hartwig-Ullmann-type amination of aryl halides stands as one of the most employed reactions in modern medicinal chemistry. The work herein demonstrates the potential of utilizing electrochemistry to provide a complementary avenue to access such critical bonds using an inexpensive nickel catalyst under mild reaction conditions. Of note is the scalability, functional-group tolerance, rapid rate, and the ability to employ a variety of aryl donors (Ar-Cl, Ar-Br, Ar-I, Ar-OTf), amine types (primary and secondary), and even alternative X-H donors (alcohols and amides).
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