Efficient Copper-Catalyzed Coupling of 2-Haloacetanilides with Phosphine Oxides and Phosphites under Mild Conditions

被引:24
作者
Jiang, Deshou [1 ]
Jiang, Qun [2 ]
Fu, Hua [1 ]
Jiang, Yuyang [1 ,2 ]
Zhao, Yufen [1 ]
机构
[1] Tsinghua Univ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ, Beijing 100084, Peoples R China
[2] Tsinghua Univ, Grad Sch Shenzhen, Key Lab Chem Biol Guangdong Prov, Shenzhen 518057, Peoples R China
来源
SYNTHESIS-STUTTGART | 2008年 / 21期
基金
中国国家自然科学基金;
关键词
Ullmann reaction; P-arylation; ortho effect; copper catalysis; N; N-ligand;
D O I
10.1055/s-0028-1083155
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have developed a highly efficient method for the copper-catalyzed coupling of 2-haloacetanilides with phosphine oxides and phosphites in the presence of a catalytic amount of copper(I) iodide and N-methylpyrrolidine-2-carboxamide tinder mild conditions (45-55 degrees C); the P-arylation products were synthesized in good to excellent yields in short times using 2-bromotrifluoroacetanilides and 2-iodotrifluoroacetanilides as the starting materials. This represents the lowest reaction temperatures for copper-catalyzed P-arylation thus far.
引用
收藏
页码:3473 / 3477
页数:5
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