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Palladium‐Catalyzed Regioselective Aromatic Extension of Internal Alkynes through a Norbornene‐Controlled Reaction Sequence
92
Citations
79
References
2018
Year
Chemical EngineeringCross-coupling ReactionEngineeringAlkene MetathesisInternal AlkynesAromatic CompoundsNatural SciencesDiversity-oriented SynthesisTandem ReactionOrganic ChemistryOrganometallic CatalysisCatalysisChemistryNorbornene‐controlled Reaction Sequence
Abstract A regioselective aromatic π‐extension reaction of internal alkynes is reported. The proposed method employs three easily available components, namely aryl halides, 2‐haloarylcarboxylic acids, and disubstituted acetylenes. The transformation is driven by a controlled reaction sequence of C−H activation, decarboxylation, and annulation to give poly(hetero)aromatic compounds in a site‐selective fashion. Unlike in previously reported palladium‐catalyzed three‐component annulations, alkyne carbopalladation is the last step of this tandem reaction.
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