Au(III)/TPPMS-catalyzed Friedel-Crafts benzylation of deactivated N -alkylanilines in water

The Friedel-Crafts reaction of electronically deactivated anilines including those with strong electron-withdrawing NO , CN or CO H groups is challenging due to the reduced electron density of the aromatic ring. Here, we demonstrate the Au(III)/TPPMS-catalyzed Friedel-Crafts benzylation of deactivat...

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Veröffentlicht in:Organic & biomolecular chemistry 2024-10, Vol.22 (38), p.7874-7879
Hauptverfasser: Hikawa, Hidemasa, Fukuda, Akane, Kondo, Kazuma, Nakayama, Taku, Enda, Tomokatsu, Kikkawa, Shoko, Azumaya, Isao
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Sprache:eng
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Zusammenfassung:The Friedel-Crafts reaction of electronically deactivated anilines including those with strong electron-withdrawing NO , CN or CO H groups is challenging due to the reduced electron density of the aromatic ring. Here, we demonstrate the Au(III)/TPPMS-catalyzed Friedel-Crafts benzylation of deactivated anilines in water. This reaction exhibits operational simplicity and a broad substrate scope with high regioselectivity, enabling rapid access to 2-benzylanilines.
ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/d4ob01234h