Reagent- and Metal-Free Anodic C-C Cross-Coupling of Aniline Derivatives
Reagent- and Metal-Free Anodic C-C Cross-Coupling of Aniline Derivatives
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DOI：
10.1002/anie.201612613
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发表时间：
2017-04-18
影响因子：
16.6
通讯作者：
Waldvogel, Siegfried R.
中科院分区：
文献类型：
--
作者：
Schulz, Lara;Enders, Mathias;Waldvogel, Siegfried R.
报道了苯胺衍生物与2，2‘-二氨基二芳基的脱氢交叉偶联反应。氧化是通过电化学进行的，这就避免了使用金属和试剂。由此制备了多种联苯二胺。以玻璃炭为负极材料时，效果最佳。在温度稍高的情况下，电合成反应很容易在未分离的电池中进行。此外，还采用了常见的基于羧酸的胺保护基团，这些基团在交叉偶联后可以在温和的条件下选择性地移除，这提供了快速有效地访问具有游离胺部分的重要构建块的途径。
The dehydrogenative cross-coupling of aniline derivatives to 2,2'-diaminobiaryls is reported. The oxidation is carried out electrochemically, which avoids the use of metals and reagents. A large variety of biphenyldiamines were thus prepared. The best results were obtained when glassy carbon was used as the anode material. The electrosynthetic reaction is easily performed in an undivided cell at slightly elevated temperature. In addition, common amine protecting groups based on carboxylic acids were employed that can be selectively removed under mild conditions after the cross-coupling, which provides quick and efficient access to important building blocks featuring free amine moieties.