Breaking Amides using Nickel Catalysis.

Breaking Amides using Nickel Catalysis.
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DOI:
10.1021/acscatal.6b03277
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发表时间:
2017-02-03
期刊:
影响因子:
12.9
通讯作者:
Garg NK
Garg NK
中科院分区:
化学1区
文献类型:
--
作者:
Dander JE;Garg NK

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酰胺已经被广泛研究了几十年,但是它们的合成效用在酰胺C-N键断裂的反应中仍然有限。使用镍催化,我们已经发现,酰胺现在可以战略性地用于几个重要的转换:酯化,转酰胺,铃木宫浦耦合,根岸耦合。这些方法提供了令人兴奋的新工具来使用非常规反应物(即,酰胺),其理想地适用于多步合成。预计使用非贵金属活化酰胺C-N键的领域将继续蓬勃发展,反过来,将促进酰胺在有机合成中作为配体的越来越多的使用。
Amides have been widely studied for decades, but their synthetic utility has remained limited in reactions that proceed with rupture of the amide C–N bond. Using Ni catalysis, we have found that amides can now be strategically employed in several important transformations: esterification, transamidation, Suzuki–Miyaura couplings, and Negishi couplings. These methodologies provide exciting new tools to build C–heteroatom and C–C bonds using an unconventional reactant (i.e., the amide), which is ideally suited for use in multi-step synthesis. It is expected that the area of amide C–N bond activation using nonprecious metals will continue to flourish and, in turn, will promote the growing use of amides as synthons in organic synthesis.