Hikawa Hidemasa, Fukuda Akane, Kondo Kazuma, Nakayama Taku, Enda Tomokatsu, Kikkawa Shoko, Azumaya Isao
Faculty of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan.
Org Biomol Chem. 2024 Oct 2;22(38):7874-7879. doi: 10.1039/d4ob01234h.
The Friedel-Crafts reaction of electronically deactivated anilines including those with strong electron-withdrawing NO, CN or COH 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.
包括带有强吸电子基团如硝基、氰基或甲酰基的电子钝化苯胺在内，其傅克反应具有挑战性，因为芳环的电子密度降低。在此，我们展示了金（III）/三苯基膦单磺酸酯在水中催化的钝化苯胺的傅克苄基化反应。该反应操作简单，底物范围广，区域选择性高，能够快速合成2-苄基苯胺。
