A simple, cost-effective method for the regioselective deuteration of anilines

被引：64
|
作者：
Martins, Andrew [1 ]
Lautens, Mark [1 ]
机构：
[1] Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
来源：
ORGANIC LETTERS | 2008年 / 10卷 / 19期
关键词：
D O I：
10.1021/ol801763j
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A highly effective and operationally simple method for the regioselective deuteration of anilines is presented. A variety of electron-rich and electron-deficient anilines are efficiently deuterated at the ortho and/or para position with respect to the nitrogen in the presence of 1 equiv of conc HCl in D(2)O. Under the present conditions, aromatic methoxy groups do not facilitate deuteration, enabling a chemo- and regioselective deuteration of p-anisidine.
引用
收藏
页码：4351 / 4353
页数：3
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