Chemical Communications · 2015 · 86 citations · 27 references
Chemical EngineeringBranch SelectivityPara-ch ActivationEngineeringCross-coupling ReactionNovel OrganocatalystsSwitchable Regioselective HydroheteroarylationNi/al Cooperative CatalysisOrganic ChemistryNickel-catalysed Para-ch ActivationOrganometallic CatalysisCatalysisChemistryHeterocycle ChemistryAsymmetric CatalysisEnantioselective SynthesisBiomolecular Engineering
para-CH activation of pyridine with allylbenzene is described by Ni/Al cooperative catalysis in combination with a bulkier NHC ligand and a Lewis acid, leading to linear hydroheteroarylation products. Interestingly, the branch selectivity can be achieved by using the combination of a less sterically hindered amino-NHC ligand and AlMe3 through tandem reaction of facile alkene isomerization followed by a slow CH bond activation process.
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