Palladium-catalyzed sequential alkylation-alkenylation reactions: application towards the synthesis of polyfunctionalized fused aromatic rings |
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Authors: | Dino Alberico Mark Lautens |
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Affiliation: | Davenport Laboratories, Department of Chemistry, University of Toronto, Toronto, Ont., Canada M5S 3H6 |
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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. |
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Keywords: | Palladium Catalysis Intramolecular Heck reaction Norbornene ortho Functionalization Fused aromatic rings Catellani reaction |
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