Copper(II) acetate/1,4-diphenyl-1,4-diazabuta-1,3-diene catalyzed Sonogashira cross-coupling of aryl halides with terminal alkynes under aerobic and solvent-free conditions

被引：30

作者：

Deng, Chen-Liang ^{[1
]}

Xie, Ye-Xiang ^{[1
]}

Yin, Du-Lin ^{[1
]}

Li, Jin-Heng ^{[1
]}

机构：

[1] Hunan Normal Univ, Coll Chem & Chem Engn, Minist Educ, Key Lab Chem Biol & Tradit Chinese Med Res, Changsha 410081, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2006年 / 20期

关键词：

copper(II) acetate; diazabutadiene; Sonogashira cross-coupling reaction; aryl halide; terminal alkyne;

D O I：

10.1055/s-2006-950207

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Sonogashira, cross-coupling of aryl halides with terminal alkynes catalyzed by an inexpensive copper(II) acetate/1,4diphenyl-1,4-diazabuta-1,3-diene [Cu(OAc)(2)/DAB-Ph] catalytic system is reported. A series of ligands, including diazabutadiene systems, N,N-dimethylglycine, L-proline, ethylenediamine, and phosphines, were evaluated, and 1,4-diphenyl-1,4-diazabuta-1,3-diene provided the best results. In the presence of copper(II) acetate (10 mol%), 1,4-diphenyt-1,4-diazabuta-1,3-diene (20 mol%), and tetrabutylammonium fluoride (3 equiv), a number of aryl iodides or bromides were treated smoothly with alkynes to afford the corresponding products in moderate to excellent yields. It is noteworthy that the reaction is conducted under aerobic and solvent-free conditions.

引用

页码：3370 / 3376

页数：7

共 49 条

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