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Copper(II)-Catalyzed Three-Component Arylation/Hydroamination Cascade from Allyl Alcohol: Access to 1-Aryl-2-sulfonylamino-propanes

[Image: see text] A new straightforward approach to 1-aryl-2-aminopropanes using easily accessible substrates has been developed. Simple allyl alcohol is shown to be an ideal synthetic equivalent of the C3 propane-1,2-diylium bis-cation synthon in three-component cascade reactions with arenes and su...

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Detalles Bibliográficos
Autores principales: Loro, Camilla, Papis, Marta, Foschi, Francesca, Broggini, Gianluigi, Poli, Giovanni, Oble, Julie
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10563128/
https://www.ncbi.nlm.nih.gov/pubmed/37747795
http://dx.doi.org/10.1021/acs.joc.3c01536
Descripción
Sumario:[Image: see text] A new straightforward approach to 1-aryl-2-aminopropanes using easily accessible substrates has been developed. Simple allyl alcohol is shown to be an ideal synthetic equivalent of the C3 propane-1,2-diylium bis-cation synthon in three-component cascade reactions with arenes and sulfonamide nucleophiles to regioselectively afford 1-aryl-2-aminopropanes. The reaction is catalyzed by Cu(OTf)(2) and is expected to involve a Friedel–Crafts-type allylation of the arene, followed by hydroamination.