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

J Org Chem

Faculté des Sciences et Ingénierie, CNRS, Institut Parisien de Chimie Moléculaire, IPCM, Sorbonne Université, 4 place Jussieu, 75005 Paris, France.

Published: October 2023

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) and is expected to involve a Friedel-Crafts-type allylation of the arene, followed by hydroamination.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10563128PMC
http://dx.doi.org/10.1021/acs.joc.3c01536DOI Listing

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