Efficient Copper-Catalyzed Sonogashira Couplings of Aryl Halides with Terminal Alkynes in Water

被引:35
|
作者
Yang, Daoshan [1 ]
Li, Bing [1 ]
Yang, Haijun [1 ]
Fu, Hua [1 ]
Hu, Liming [2 ]
机构
[1] Tsinghua Univ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ, Beijing 100084, Peoples R China
[2] Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
基金
中国国家自然科学基金;
关键词
copper; water; Sonogashira coupling; synthetic method; alkyne; C-N; NITROGEN NUCLEOPHILES; ORGANIC-REACTIONS; PALLADIUM-FREE; ARYLATION; IODIDES; ULLMANN; AMINES; BROMIDES; CYCLOADDITION;
D O I
10.1055/s-0030-1259542
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient copper-catalyzed method has been developed for Sonogashira couplings of aryl halides with terminal alkynes in water. The protocol uses inexpensive CuBr as the catalyst, 1,10-phenanthroline as the ligand, tetrabutylammonium bromide (TBAB) as the phase-transfer catalyst, environmentally friendly water as the solvent, and various internal alkynes were synthesized in good to excellent yields.
引用
收藏
页码:702 / 706
页数:5
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