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Nickel-catalyzed C–N bond reduction of aromatic and benzylic quaternary ammonium triflates
68
Citations
45
References
2016
Year
Materials ScienceHalogenationChemical EngineeringCross-coupling ReactionEngineeringNovel OrganocatalystsSodium IsopropoxideOrganic ChemistryDialkylamine GroupsOrganometallic CatalysisCatalysisMolecular CatalysisChemistryBenzylic Ammonium TriflatesCatalytic Synthesis
A nickel-catalyzed, efficient C-N bond reduction of aromatic and benzylic ammonium triflates has been developed using sodium isopropoxide as a reducing agent. The high efficiency, mild conditions, and good compatibility with various substituents made this method an effective supplement to the current catalytic hydrogenation reactions. Combining this reductive deamination reaction with directed aromatic functionalization reactions, a powerful strategy for regioselective functionalization of arenes was demonstrated using dialkylamine groups as traceless directing groups.
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