Nickel-Catalyzed Amide Bond Formation from Methyl Esters
Nickel-Catalyzed Amide Bond Formation from Methyl Esters
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DOI：
10.1002/anie.201808560
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发表时间：
2018-09-24
影响因子：
16.6
通讯作者：
Newman, Stephen G.
中科院分区：
文献类型：
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作者：
Ben Halima, Taoufik;Masson-Makdissi, Jeanne;Newman, Stephen G.
尽管酰胺键的合成是最重要和最经常进行的化学反应之一，但它主要是通过化学计量活化一种起始材料的浪费方法来完成的。我们报告了一个镍催化的程序，可以使不同的酰胺合成丰富的甲酯原料，只产生挥发性醇作为化学计量的废物。与酸和碱介导的酰胺化反应相反，该反应提议通过中性交叉偶联型机制进行，为直接、高效、化学选择性合成开辟了新的机会。
Despite being one of the most important and frequently run chemical reactions, the synthesis of amide bonds is accomplished primarily by wasteful methods that proceed by stoichiometric activation of one of the starting materials. We report a nickel-catalyzed procedure that can enable diverse amides to be synthesized from abundant methyl ester starting materials, producing only volatile alcohol as a stoichiometric waste product. In contrast to acid- and base-mediated amidations, the reaction is proposed to proceed by a neutral cross coupling-type mechanism, opening up new opportunities for direct, efficient, chemoselective synthesis.