Palladium-Catalyzed Alkylation of ortho-C(sp2)-H Bonds of Benzylamide Substrates with Alkyl Halides

被引：161
|
作者：
Zhao, Yingsheng [1 ]
Chen, Gong [1 ]
机构：
[1] Penn State Univ, Dept Chem, University Pk, PA 16802 USA
来源：
ORGANIC LETTERS | 2011年 / 13卷 / 18期
基金：
美国国家科学基金会;
关键词：
C-H BONDS; (+)-LITHOSPERMIC ACID; COUPLING REACTIONS; DIRECT ARYLATION; FUNCTIONALIZATION; SELECTIVITY; MECHANISM; STRATEGY; ARENES;
D O I：
10.1021/ol201930e
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A highly efficient and generally applicable method has been developed to functionalize the ortho-C(sp(2)) H bonds of picolinamide (PA)-protected benzylamine substrates with a broad range of beta-H-containing alkyl halides. Sodium triflate has been identified as a critical promoter for this reaction system. The PA group can be easily installed and removed under mild conditions. This method provides a new strategy to prepare highly functionalized benzylamines for the synthesis of complex molecules.
引用
收藏
页码：4850 / 4853
页数：4
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