Palladium-catalyzed Sonogashira coupling of amides: access to ynones via C-N bond cleavage

被引：95
|
作者：
Cui, Ming [1 ]
Wu, Hongxiang [1 ]
Jian, Junsheng [1 ]
Wang, Hui [1 ]
Liu, Chao [2 ]
Daniel, Stelck [3 ]
Zeng, Zhuo [1 ,2 ]
机构：
[1] South China Normal Univ, Coll Chem & Environm, Guangzhou 510006, Guangdong, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China
[3] Univ Idaho, Dept Chem, Moscow, ID 83844 USA
来源：
CHEMICAL COMMUNICATIONS | 2016年 / 52卷 / 81期
基金：
中国国家自然科学基金;
关键词：
ONE-POT; DECARBOXYLATIVE ALKYNYLATION; CARBOXYLIC-ACIDS; TERMINAL ALKYNES; ACTIVATION; ALDEHYDES; NITROGEN;
D O I：
10.1039/c6cc06428k
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The first palladium-catalyzed Sonogashira coupling of amides has been developed, which proceeds via a selective cleavage of the N-acylsaccharin C-N bond. Notably, the new approach employs N-acylsaccharins as coupling partners to give ynones in good to excellent yield. This protocol can be efficiently utilized in the synthesis of a broad array of ynones under low catalyst loading and Cu-free conditions.
引用
收藏
页码：12076 / 12079
页数：4
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