Exploring Partners for the Domino α‐Arylation/Michael Addition Reaction Leading to Tetrahydroisoquinolines

Sulfonates, sulfonamides, and phosphonates have proven useful nucleophiles for palladium‐catalyzed intramolecular α‐arylation reactions leading to tetrahydroisoquinolines. Although the sulfonate α‐arylation reaction can be successfully combined in a domino process with a broad range of Michael accep...

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Detalles Bibliográficos
Autores: Solé Arjó, Daniel; Pérez Janer, Ferran; García-Rodeja Navarro, Yago; Fernández Cadenas, Israel
Tipo de documento: Artículo
Estado:Accepted version
Fecha de publicación:2017
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2445/127810
Acceso en línea:https://hdl.handle.net/2445/127810
Nivel de acceso:Acceso abierto
Palabra clave:Pal·ladi (Element químic)
Catàlisi
Sulfamides
Teoria del funcional de densitat
Síntesi orgànica
Palladium
Catalysis
Sulfonamides
Density functionals
Organic synthesis
Descripción
Sumario:Sulfonates, sulfonamides, and phosphonates have proven useful nucleophiles for palladium‐catalyzed intramolecular α‐arylation reactions leading to tetrahydroisoquinolines. Although the sulfonate α‐arylation reaction can be successfully combined in a domino process with a broad range of Michael acceptors, only vinyl sulfones can be used in Michael additions when starting from sulfonamides. No domino process was developed with the phosphonate derivative. DFT calculations were carried out to gain more insights into the experimental differences observed in the reactions involving these substrates.