Ruthenium(II)-Catalyzed sp3 C-H Bond Arylation of Benzylic Amines Using Aryl Halides

被引：41
|
作者：
Dastbaravardeh, Navid [1 ]
Schnuerch, Michael [1 ]
Mihovilovic, Marko D. [1 ]
机构：
[1] Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria
来源：
ORGANIC LETTERS | 2012年 / 14卷 / 14期
基金：
奥地利科学基金会;
关键词：
ACTIVATION; FUNCTIONALIZATIONS; ISOCOUMARINS; RECEPTORS; COMPLEXES; ANALOGS; DESIGN; IMINES; ARENES;
D O I：
10.1021/ol301680v
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A ruthenium(II)-catalyzed protocol for the direct arylation of benzylic amines was developed. Employing 3-substituted pyridines as directing groups, arylation was achieved using aryl bromides or aryl iodides as the aryl source. Potassium pivalate proved to be an important additive in this transformation. The arylation took place selectively in the benzylic sp(3) position, and no significant competitive sp(2) arylation was observed. Arylated imines were observed as byproducts in minor amounts. Additionally, reaction conditions for cleaving the pyridine group were established, enabling access to bis-arylated methylamines.
引用
收藏
页码：3792 / 3795
页数：4
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