Molecular-oxygen-promoted Cu-catalyzed oxidative direct amidation of nonactivated carboxylic acids with azoles

被引：12
|
作者：
Ding, Wen [1 ]
Mai, Shaoyu [2 ]
Song, Qiuling [1 ,3 ]
机构：
[1] Huaqiao Univ, Inst Next Generat Matter Transformat, Coll Chem Engn, Quanzhou, Peoples R China
[2] Huaqiao Univ, Coll Mat Sci, Xiamen 361021, Fujian, Peoples R China
[3] Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
来源：
Beilstein Journal of Organic Chemistry | 2015年 / 11卷
基金：
中国国家自然科学基金;
关键词：
amidation; azoles; Cu-catalyzed; molecular oxygen; transamidation; AMINE HYDROCHLORIDE SALTS; BOND FORMATION; ALDEHYDES; AMIDES; CLEAVAGE; REACTIVITY; REAGENTS;
D O I：
10.3762/bjoc.11.233
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A copper-catalyzed oxidative direct formation of amides from nonactivated carboxylic acids and azoles with dioxygen as an activating reagent is reported. The azole amides were produced in good to excellent yields with a broad substrate scope. The mechanistic studies reveal that oxygen plays an essential role in the success of the amidation reactions with copper peroxycarboxylate as the key intermediate. Transamidation occurs smoothly between azole amide and a variety of amines.
引用
收藏
页码：2158 / 2165
页数：8
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