Palladium-Catalyzed Picolinamide-Directed Alkylation of Unactivated C(sp3)-H Bonds with Alkyl Iodides

被引：336
|
作者：
Zhang, Shu-Yu [1 ]
He, Gang [1 ]
Nack, William A. [1 ]
Zhao, Yingsheng [1 ]
Li, Qiong [1 ]
Chen, Gong [1 ]
机构：
[1] Penn State Univ, Dept Chem, University Pk, PA 16802 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2013年 / 135卷 / 06期
基金：
美国国家科学基金会;
关键词：
C-H ACTIVATION; CROSS-COUPLING REACTIONS; CARBON-HYDROGEN BONDS; ORTHO-C(SP(2))-H BONDS; OXIDATIVE ADDITION; C(SP(2))-H BONDS; HALIDES; ARYLATION; FUNCTIONALIZATION; AMINATION;
D O I：
10.1021/ja312277g
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
We report an efficient method for the alkylation of gamma-C(sp(3))-H bonds of picolinamide-protected aliphatic amine substrates with primary alkyl iodides via palladium catalysis. Ag2CO3 and dibenzyl phosphate, (BnO)(2)PO2H, are critical promoters of this reaction. These reactions provide a convenient and straightforward method for the preparation of high-value N-containing products from readily available amine and alkyl iodide precursors.
引用
收藏
页码：2124 / 2127
页数：4
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