Nickel-catalyzed direct electrochemical cross-coupling between aryl halides and activated alkyl halides

Nickel-catalyzed direct electrochemical cross-coupling between aryl halides and activated alkyl halides
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DOI:
10.1021/jo9518314
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发表时间:
1996-03-08
影响因子:
3.6
通讯作者:
Perichon, J
Perichon, J
中科院分区:
化学2区
文献类型:
--
作者:
Durandetti, M;Nedelec, JY;Perichon, J

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在催化量的NiBr(2)bipy存在下,芳基卤化物和活化的烷基卤化物的混合物在DMF中的电化学还原导致良好至高产率的交叉偶联产物。该方法适用于由容易获得的有机卤化物合成α-芳基酮、α-芳基酯和烯丙基化化合物。通过在电解过程中缓慢加入最具反应性的有机卤化物(通常是活化的烷基卤化物),已经获得了该方法的优化,当涉及芳基溴时,电解最好在70 ℃下进行。
The electrochemical reduction of a mixture of aryl halides and activated alkyl halides in DMF in the presence of catalytic amount of NiBr(2)bipy leads to cross-coupling products in good to high yields. The method applies to the synthesis of alpha-aryl ketones, alpha-aryl esters, and allylated compounds from readily available organic halides. Optimization of the process has been obtained by slowly adding the most reactive organic halide (usually the activated alkyl halide) during the electrolysis which is best conducted at 70 degrees C when aryl bromides are involved.