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Palladium-catalyzed sequential alkylation-alkenylation reactions: application towards the synthesis of polyfunctionalized fused aromatic rings
Authors:Dino Alberico  Mark Lautens
Affiliation:Davenport Laboratories, Department of Chemistry, University of Toronto, Toronto, Ont., Canada M5S 3H6
Abstract:The synthesis of polyfunctionalized fused aromatic carbo- and heterocycles from aryl iodides and bromoenoates via a tandem palladium-catalyzed aromatic substitution intramolecular Heck sequence is reported. Using Pd(OAc)2 and tri-2-furylphosphine (TFP) in the presence of norbornene and Cs2CO3 in CH3CN at 85 °C gave a variety of functionalized bi- and tricyclic fused aromatic rings in good yield.
Keywords:Palladium   Catalysis   Intramolecular Heck reaction   Norbornene   ortho Functionalization   Fused aromatic rings   Catellani reaction
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