Copper-catalyzed C(sp2)-C(sp) Sonogashira-type cross-coupling reactions accelerated by polycyclic aromatic hydrocarbons

被引：20
|
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 710062, Peoples R China
来源：
APPLIED ORGANOMETALLIC CHEMISTRY | 2015年 / 29卷 / 06期
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：
copper catalysis; polycyclic aromatic hydrocarbons; Sonogashira-type cross-coupling reaction; LIGAND-FREE; PALLADIUM-FREE; ARYL HALIDES; HETEROARYL HALIDES; TERMINAL ALKYNES; VINYL IODIDES; C-C; ARYLATION; BROMIDES; PHENOLS;
D O I：
10.1002/aoc.3298
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
Copper-catalyzed Sonogashira-type reactions were dramatically accelerated by introducing a catalytic amount of polycyclic aromatic hydrocarbon additive. This novel catalytic system features low copper loading (0.5mol% < Cu < 5mol%), broad reaction scope and remarkable substrate tolerance. Both aromatic and aliphatic terminal alkynes as well as diverse aryl iodides were employed in this transformation, affording respectable yields of the desired products. The novel Cu(OTf)(2)/pyrene system was subsequently employed to synthesize phenylacetylene-based fluorescent compounds. Copyright (c) 2015 John Wiley & Sons, Ltd.
引用
收藏
页码：353 / 356
页数：4
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