Amide Synthesis from Alcohols and Amines by the Extrusion of Dihydrogen

Amide Synthesis from Alcohols and Amines by the Extrusion of Dihydrogen
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DOI:
10.1021/ja808129p
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发表时间:
2008-12-31
影响因子:
15
通讯作者:
Madsen, Robert
Madsen, Robert
中科院分区:
化学1区
文献类型:
--
作者:
Nordstrom, Lars Ulrik;Vogt, Henning;Madsen, Robert

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提出了一种环境友好的合成酰胺的方法,其中一个简单的钌催化剂介导醇和胺之间的直接偶联与释放两个二氢分子。活性催化剂是由一种容易获得的钌配合物、一种n -杂环碳和一种膦原位生成的。该反应允许伯醇与伯烷基胺偶联,以较高的收率生成相应的仲酰胺。酰胺的形成可能是通过催化循环进行的,其中中间醛和半胺都与金属催化剂配合。
An environmentally friendly method for synthesis of amides is presented where a simple ruthenium catalyst mediates the direct coupling between an alcohol and an amine with the liberation of two molecules of dihydrogen. The active catalyst is generated in situ from an easily available ruthenium complex, an N-heterocyclic carbene and a phosphine. The reaction allows primary alcohols to be coupled with primary alkyamines to afford the corresponding secondary amides in good yields. The amide formation presumably proceeds through a catalytic cycle where the intermediate aldehyde and hemiaminal are both coordinated to the metal catalyst.