The Synthesis of Primary Amines through Reductive Amination Employing an Iron Catalyst.,ChemSusChem

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The Synthesis of Primary Amines through Reductive Amination Employing an Iron Catalyst.
ChemSusChem ( IF 7.5 ) Pub Date : 2020-04-21 , DOI: 10.1002/cssc.202000856
Christoph Bäumler ₁ , Christof Bauer ₁ , Rhett Kempe ₁

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The reductive amination of ketones and aldehydes by ammonia is a highly attractive method for the synthesis of primary amines. The use of catalysts, especially reusable catalysts, based on earth‐abundant metals is similarly appealing. Here, the iron‐catalyzed synthesis of primary amines through reductive amination was realized. A broad scope and a very good tolerance of functional groups were observed. Ketones, including purely aliphatic ones, aryl–alkyl, dialkyl, and heterocyclic, as well as aldehydes could be converted smoothly into their corresponding primary amines. In addition, the amination of pharmaceuticals, bioactive compounds, and natural products was demonstrated. Many functional groups, such as hydroxy, methoxy, dioxol, sulfonyl, and boronate ester substituents, were tolerated. The catalyst is easy to handle, selective, and reusable and ammonia dissolved in water could be employed as the nitrogen source. The key is the use of a specific Fe complex for the catalyst synthesis and an N‐doped SiC material as catalyst support.

中文翻译：

使用铁催化剂通过还原胺化合成伯胺。

用氨对酮和醛进行还原胺化是合成伯胺的一种非常有吸引力的方法。使用基于地球储量丰富的金属的催化剂，尤其是可重复使用的催化剂同样具有吸引力。在此，实现了铁催化还原胺化合成伯胺。观察到官能团的范围广泛且具有非常好的耐受性。酮，包括纯脂肪族酮、芳基烷基、二烷基和杂环酮，以及醛，都可以顺利转化为相应的伯胺。此外，还演示了药物、生物活性化合物和天然产物的胺化。许多官能团，如羟基、甲氧基、间二氧杂环戊醇、磺酰基和硼酸酯取代基，都是可以耐受的。该催化剂易于操作、选择性好、可重复使用，并且可以采用溶解在水中的氨作为氮源。关键是使用特定的 Fe 配合物进行催化剂合成，并使用 N 掺杂的 SiC 材料作为催化剂载体。

更新日期：2020-04-21

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