Aerobic Oxidative Amidation of Aromatic and Cinnamic Aldehydes with Secondary Amines by CuI/2-Pyridonate Catalytic System

被引:75
|
作者
Zhu, Mingwen [1 ]
Fujita, Ken-ichi [1 ]
Yamaguchi, Ryohei [1 ]
机构
[1] Kyoto Univ, Grad Sch Human & Environm Studies, Sakyo Ku, Kyoto 6068501, Japan
来源
JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 20期
关键词
AMIDE SYNTHESIS; MILD AMIDATION; ARYL HALIDES; CARBON-MONOXIDE; BOND FORMATION; MANNICH-BASES; THIO ACIDS; AMINATION; AMINOCARBONYLATION; COMPLEXES;
D O I
10.1021/jo301553v
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and convenient CuI/2-pyridonate catalytic system for the oxidative amidation of aldehydes with secondary amines has been developed. With this system, a variety of useful arylamides have been synthesized in moderate to; good yields in the presence of small amount of copper catalyst and the pyridonate ligand, generating only water as a coproduct. Synthesis of cinnamamides was also achieved by the reactions of cinnamaldehydes with secondary amines in moderate yields. Air was successfully employed as a green oxidant in this catalytic system, achieving a safe and atom-efficient system for the synthesis of amides.
引用
收藏
页码:9102 / 9109
页数:8
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