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

被引：162

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

页码：4850 / 4853

页数：4

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