Issue 74, 2015

Organocatalytic enantioselective aza-Friedel–Crafts reaction of 2-naphthols with benzoxathiazine 2,2-dioxides

Abstract

An organocatalytic enantioselective aza-Friedel–Crafts addition of 2-naphthols to benzoxathiazine 2,2-dioxides is described using a quinine-derived bifunctional catalyst. The method allows the use of a wide range of aromatic compounds as nucleophiles, including 1-naphthol and sesamol, and benzoxathiazines 2,2-dioxides, expanding the existing state of the art enantioselective synthesis of aminomethylnaphthol derivatives.

Graphical abstract: Organocatalytic enantioselective aza-Friedel–Crafts reaction of 2-naphthols with benzoxathiazine 2,2-dioxides

Supplementary files

Article information

Article type
Communication
Submitted
11 Jun 2015
Accepted
01 Jul 2015
First published
02 Jul 2015

RSC Adv., 2015,5, 60101-60105

Author version available

Organocatalytic enantioselective aza-Friedel–Crafts reaction of 2-naphthols with benzoxathiazine 2,2-dioxides

M. Montesinos-Magraner, R. Cantón, C. Vila, G. Blay, I. Fernández, M. C. Muñoz and J. R. Pedro, RSC Adv., 2015, 5, 60101 DOI: 10.1039/C5RA11168D

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