Angewandte Chemie International Edition · 2016 · 106 citations · 62 references
Natural SciencesChemistryCatalysisOrganic ChemistryReaction EngineeringCatalyst PreparationCross-coupling ReactionsHeterocycle SynthesisOrganic SynthesisRadical ReactionsArylation ReactionsC - H Activation Cross-couplingC - H Bond FunctionalizationCobalt-catalyzed Cross-couplingHeterocycle FunctionalizationOxidative Cross-couplingTransition Metal-catalyzed SynthesisTransition-metal-catalyzed Functionalization
]-catalyzed oxidative C-H/C-H bond arylation of unactivated arenes has been disclosed. This strategy enables the arylation of a wide range of benzamide and arylpyridines effectively to afford novel bifunctionalized biaryls, which are difficult to achieve by common synthetic routes. Two different pathways, namely, a single-electron-transmetalation process (8-aminoquinoline-directed) and a concerted metalation-deprotonation process (pyridine-directed), were involved to activate two different inert aromatic C-H bonds. Moreover, the aryl radicals have been trapped by 2,6-di-tert-butyl-4-methylphenol to form benzylated products. This unique strategy should be useful in the design of other arene C-H/C-H cross-couplings as well.
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Cobalt-Catalyzed C–H Activation
Marc Moselage, Jie Li, Lutz Ackermann · ACS Catalysis · 2015 · 1.2K citations