Copper(II)-Catalyzed Three-Component Arylation/Hydroamination Cascade from Allyl Alcohol: Access to 1-Aryl-2-sulfonylaminopropanes - Sorbonne Université Access content directly
Journal Articles Journal of Organic Chemistry Year : 2023

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

Camilla Loro
Marta Papis
  • Function : Author
Francesca Foschi
  • Function : Author
Gianluigi Broggini
Giovanni Poli

Abstract

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 threecomponent 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.
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Dates and versions

hal-04217555 , version 1 (25-09-2023)

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Camilla Loro, Marta Papis, Francesca Foschi, Gianluigi Broggini, Giovanni Poli, et al.. Copper(II)-Catalyzed Three-Component Arylation/Hydroamination Cascade from Allyl Alcohol: Access to 1-Aryl-2-sulfonylaminopropanes. Journal of Organic Chemistry, 2023, ⟨10.1021/acs.joc.3c01536⟩. ⟨hal-04217555⟩
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