Mild oxidative one-carbon homologation of aldehyde to amide

被引：49

作者：

Bonne, D

Dekhane, M

Zhu, JP ^{[1
]}

机构：

[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

[2] AstraZeneca, Macclesfield SK10 4TG, Cheshire, England

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 19期

关键词：

D O I：

10.1021/ja0511220

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

One-carbon homologation of aldehyde into amide is realized in one-pot by its reaction with potassium α-p-methoxyphenyl-α-isocyano acetic acid (1c) and hydrochloride salt of dimethylamine (3a) in toluene at room temperature followed by acidic workup. In this multicomponent reaction, 1c served as donor of the CONH2 function to aldehyde, while the dimethylamine acted as a shuttle molecule to initiate/terminate the sequence and to mediate the internal redox process of one of the three-component adducts. Ready accessibility, nominal cost of the reagents, and mild conditions are attractive features of the present method. Copyright © 2005 American Chemical Society.

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收藏

页码：6926 / 6927

页数：2

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