Journal of the American Chemical Society · 2013 · 76 citations · 34 references
Natural SciencesChemical EngineeringChemistryCatalysisOrganic ChemistryReaction EngineeringCatalyst SynthesisCross-coupling ReactionsOrganic SynthesisReaction MechanismsAlkylation ReactionsAlkyne FunctionalizationCatalytic Reaction MechanismsNickel Catalysts
We have developed a nickel-catalyzed transformation, in which phthalimides react with trimethylsilyl-substituted alkynes in the presence of Ni(0)/PMe3/MAD catalyst to provide isoindolinones. The reaction process displays an unusual mechanistic feature-decarbonylation and alkylidenation. The use of both trimethylsilyl-substiuted alkynes and MAD was found to be essential for the transformation with high selectivities.
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