含氮分子中脂肪族碳氢键的远程氧化
Remote Oxidation of Aliphatic C-H Bonds in Nitrogen-Containing Molecules.
作者信息
Howell Jennifer M, Feng Kaibo, Clark Joseph R, Trzepkowski Louis J, White M Christina
机构信息
Roger Adams Laboratory, Department of Chemistry, University of Illinois at Urbana-Champaign, Urbana, Illinois, 61801, United States.
出版信息
J Am Chem Soc. 2015 Nov 25;137(46):14590-14593. doi: 10.1021/jacs.5b10299. Epub 2015 Nov 13.
Abstract
Nitrogen heterocycles are ubiquitous in natural products and pharmaceuticals. Herein, we disclose a nitrogen complexation strategy that employs a strong Brønsted acid (HBF4) or an azaphilic Lewis acid (BF3) to enable remote, non-directed C(sp(3))-H oxidations of tertiary, secondary, and primary amine- and pyridine-containing molecules with tunable iron catalysts. Imides resist oxidation and promote remote functionalization.
摘要
氮杂环广泛存在于天然产物和药物中。在此，我们公开了一种氮络合策略，该策略采用强布朗斯特酸（HBF₄）或亲氮路易斯酸（BF₃），以实现含叔胺、仲胺、伯胺和吡啶分子的远程、非导向C(sp³)-H氧化反应，所用铁催化剂具有可调节性。酰亚胺具有抗氧化性并能促进远程官能化。
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