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Simple Nickel Salts for the Amination of (Hetero)aryl Bromides and Iodides with Lithium Bis(trimethylsilyl)amide

机译:用于(杂)芳基溴化物和碘化锂(三甲基甲硅烷基)酰胺的胺化的简单镍盐

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摘要

Recent developments in the chemistry of C-N bond formation and the synthesis of anilines have allowed for the use of first-row transition metals to catalyze these transformations. Much of the progress in this area has been driven by comprehensive screening for privileged/tailored ligands, which can be costly and not readily available in a research laboratory setting. In this communication we report a protocol in which simple nickel salts catalyze the C-N cross-coupling reaction between (hetero)aryl bromides and iodides with lithium bis(trimethylsilyl)amide without the need for any additive ligand. This method is amenable to low nickel catalyst loadings (1%) as well as gram-scale reactions. Because of the good functional group tolerance and compatibility with heterocyclic moieties, this method is useful for academic laboratory settings where access to tailored ligands and noble-metal catalysts could be challenging.
机译:最近的C-N键形成化学和苯胺的合成已经允许使用一排过渡金属来催化这些转化。 这一领域的大部分进展都是通过全面筛查特权/量身定制配体的驱动,这在研究实验室环境中可能是昂贵的且不容易获得的。 在该通信中,我们报告了一种方案,其中简单的镍盐催化与双(三甲基甲硅烷基)酰胺之间的(杂)芳基溴化物和碘化物之间的C-N交叉偶联反应而不需要任何添加剂配体。 该方法适用于低镍催化剂载体(1%)以及革兰级反应。 由于良好的官能团耐受性和与杂环部分的相容性,这种方法可用于学术实验室环境,其中获得定制配体和贵金属催化剂可能具有挑战性。

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