Copper-Catalyzed Double Decarboxylative Coupling Reactions of Alkynyl Carboxylic Acid and Glyoxylic Acid: Synthesis of Propargyl Amines and Imidazopyridines

被引:27
|
作者
Choi, Jinseop [1 ]
Lim, Jeongah [1 ]
Irudayanathan, Francis Mariaraj [1 ]
Kim, Han-Sung [1 ]
Park, Jaerim [1 ]
Yu, Su Been [1 ]
Jang, Yuna [1 ]
Raja, Gabriel Charles Edwin [1 ]
Nam, Kye Chun [1 ]
Kim, Jimin [1 ]
Lee, Sunwoo [1 ]
机构
[1] Chonnam Natl Univ, Dept Chem, Kwangju 500757, South Korea
基金
新加坡国家研究基金会;
关键词
alkynes; C-C coupling; copper; decarboxylation; multicomponent reactions; C-H ACTIVATION; ONE-POT SYNTHESIS; ARYL HALIDES; PROPIOLIC ACID; BIARYL SYNTHESIS; ALDEHYDE; CYCLIZATION; HYDROACYLATION; FORMALDEHYDE; DERIVATIVES;
D O I
10.1002/ajoc.201600109
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of alkynyl carboxylic acids, glyoxylic acid derivatives, and amines in the presence of a copper catalyst afforded the corresponding propargyl amines in good yields. The alkynyl carboxylic acid of this coupling reaction shows similar reactivity to that of a terminal alkyne, and the reactivity of the glyoxylic acid is almost identical to that of an aldehyde. When 2-aminopyridine was employed as the amine source, imidazopyridine derivatives were formed in good yields.
引用
收藏
页码:770 / 777
页数:8
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