Complex N-Heterocycle Synthesis via Iron-Catalyzed, Direct C-H Bond Amination

Complex N-Heterocycle Synthesis via Iron-Catalyzed, Direct C-H Bond Amination
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DOI:
10.1126/science.1233701
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发表时间:
2013-05-03
期刊:
影响因子:
56.9
通讯作者:
Betley, Theodore A.
Betley, Theodore A.
中科院分区:
综合性期刊1区
文献类型:
--
作者:
Hennessy, Elisabeth T.;Betley, Theodore A.

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传统上不反应的官能团的操作在现代化学合成中是至关重要的。我们已经开发了一种铁-二吡啉合催化剂,该催化剂利用铁载金属-配体多重键的反应性来促进脂肪族C-H键的直接胺化。将有机叠氮化物暴露于二吡啉合铁催化剂会使饱和的环状胺产物(N-杂环)具有复杂的核心取代模式。这项研究突出了C-H键官能化化学的发展,形成饱和的,环状胺产品,并应找到广泛的应用范围内的药物和天然产物的合成。
The manipulation of traditionally unreactive functional groups is of paramount importance in modern chemical synthesis. We have developed an iron-dipyrrinato catalyst that leverages the reactivity of iron-borne metal-ligand multiple bonds to promote the direct amination of aliphatic C-H bonds. Exposure of organic azides to the iron dipyrrinato catalyst furnishes saturated, cyclic amine products (N-heterocycles) bearing complex core-substitution patterns. This study highlights the development of C-H bond functionalization chemistry for the formation of saturated, cyclic amine products and should find broad application in the context of both pharmaceuticals and natural product synthesis.