Angewandte Chemie · 2020 · 15 citations · 50 references
Natural SciencesChemistryCatalysisInorganic ChemistryOrganic ChemistryCatalyst DesignCatalyst PreparationCatalyst SynthesisCoordination ChemistryCross-coupling ReactionsMetal CatalysisCross-coupling CatalysisCross-electrophile CouplingFunctional ScopeNickel CatalysisNickel CatalystsNickel-catalyzed Cross-couplingScopeTransition Metal-catalyzed Synthesis
Abstract The development of Ni‐catalyzed C−N cross‐couplings of sulfonamides with (hetero)aryl chlorides is reported. These transformations, which were previously achievable only with Pd catalysis, are enabled by use of air‐stable ( L )NiCl( o ‐tol) pre‐catalysts (L= PhPAd‐DalPhos and PAd2‐DalPhos ), without photocatalysis. The collective scope of (pseudo)halide electrophiles (X=Cl, Br, I, OTs, and OC(O)NEt 2 ) demonstrated herein is unprecedented for any reported catalyst system for sulfonamide C−N cross‐coupling (Pd, Cu, Ni, or other). Preliminary competition experiments and relevant coordination chemistry studies are also presented.
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Aryl amination using ligand-free Ni(II) salts and photoredox catalysis
Emily B. Corcoran, Michael T. Pirnot, Shishi Lin et al. · Science · 2016 · 626 citations
Jacqueline D. Hicks, Alan M. Hyde, Alberto Martínez‐Cuezva et al. · Journal of the American Chemical Society · 2009 · 248 citations · Full text