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
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
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DOI：
10.1021/jo900246z
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发表时间：
2009-08-07
影响因子：
3.6
通讯作者：
Beifuss, Uwe
中科院分区：
文献类型：
--
作者：
Adimurthy, Subbarayappa;Malakar, Chandi C.;Beifuss, Uwe
在碱存在下，以胺为配体，氧气为氧化剂，Cu（I）催化的末端炔的氧化偶联反应生成对称的1，3-二炔，产率高达99%。偶联的结果关键取决于碱和配体的适当选择以及反应条件。用2.0摩尔% CuCl、1.5摩尔% TMEDA或DBEDA以及DBU或DABCO的乙腈溶液观察到最佳结果。
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.