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CuI/2-吡啶酮催化体系促进芳香醛和肉桂醛与仲胺的有氧氧化酰胺化反应。

Aerobic oxidative amidation of aromatic and cinnamic aldehydes with secondary amines by CuI/2-pyridonate catalytic system.

机构信息

Graduate School of Human and Environmental Studies, Kyoto University, Sakyo-ku, Kyoto 606-8501, Japan.

出版信息

J Org Chem. 2012 Oct 19;77(20):9102-9. doi: 10.1021/jo301553v. Epub 2012 Sep 25.

Abstract

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.

摘要

已开发出一种简单方便的 CuI/2-吡啶酮催化体系,用于醛与仲胺的氧化酰胺化反应。在该体系中,在少量铜催化剂和吡啶酮配体的存在下,合成了多种有用的芳酰胺,产率中等至良好,仅生成水作为副产物。肉桂醛与仲胺的反应也能以中等产率合成肉桂酰胺。在该催化体系中,空气成功地用作绿色氧化剂,实现了酰胺合成的安全、原子经济性体系。

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