Influence of Bases and Ligands on the Outcome of the Cu(I)-Catalyzed Oxidative Homocoupling of Terminal Alkynes to 1,4-Disubstituted 1,3-Diynes Using Oxygen as an Oxidant

被引：133

作者：

Adimurthy, Subbarayappa ^{[2
]}

Malakar, Chandi C. ^{[1
]}

Beifuss, Uwe ^{[1
]}

机构：

[1] Univ Hohenheim, Inst Chem, D-70599 Stuttgart, Germany

[2] Cent Salt & Marine Chem Res Inst, Bhavnagar 364002, Gujarat, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 15期

关键词：

COUPLING REACTION; ROUTE;

D O I：

10.1021/jo900246z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The efficient Cu(I)-catalyzed oxidative homocoupling; of terminal alkynes in the presence of a base using an amine as a ligand and oxygen as an oxidant yields the symmetrical 1,3-diynes with yields of up to 99%. The outcome of the couplings critically depends on the proper choice of base and ligand as well as reaction conditions. Best results were observed with 2.0 mol% CuCl, 1.5 mol% TMEDA or DBEDA, and DBU or DABCO in acetonitrile.

引用

页码：5648 / 5651

页数：4

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