Organophosphate-accelerated copper-catalyzed C(sp2)-C(sp) Sonogashira-type cross couplings

被引:8
|
作者
Xu, Wei [1 ]
Yu, Bo [1 ]
Sun, Huaming [1 ]
Zhang, Guofang [1 ]
Zhang, Weiqiang [1 ]
Gao, Ziwei [1 ]
机构
[1] Shaanxi Normal Univ, Sch Chem & Chem Engn, Key Lab Appl Surface & Colloid Chem, Minist Educ, Xian, Peoples R China
基金
中国国家自然科学基金; 国家教育部博士点专项基金资助;
关键词
Sonogashira coupling; organophosphate; Cu(II) complexes; TERMINAL ALKYNES; ARYL HALIDES; LIGAND-FREE; PALLADIUM-FREE; DIARYL ETHERS; VINYL IODIDES; ARYLATION; CYCLOADDITION; LOADINGS;
D O I
10.1002/aoc.3291
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A dramatic acceleration in copper-catalyzed Sonogashira-type reactions was observed when an organophosphate was used as additive. The catalyst systems featuring low copper loading (0.5 mol% < Cu < 5 mol%) gave Sonogashira-type products with a broad scope of aromatic and aliphatic terminal alkynes as well as aryl iodides in good to excellent yields. Among the organophosphate/copper catalytic systems, that of 4 mol% Cu(OTf)(2)/10 mol% (R)-(-)-1,1-binaphthyl-2,2-diyl hydrogenphosphate exhibited the highest catalytic activity. Copyright (c) 2015 John Wiley & Sons, Ltd.
引用
收藏
页码:301 / 304
页数:4
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