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

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.

Automated summary

A new straightforward approach to synthesizing 1-aryl-2-aminopropanes has been developed using a simple and accessible substrate. This approach involves cascade reactions with arenes and sulfonamide nucleophiles catalyzed by Cu(OTf)(2), resulting in regioselective formation of 1-aryl-2-aminopropanes. The reaction is expected to proceed through a Friedel-Crafts-type allylation of the arene followed by hydroamination.