Remote Oxidation of Aliphatic C-H Bonds in Nitrogen-Containing Molecules.
Remote Oxidation of Aliphatic C-H Bonds in Nitrogen-Containing Molecules.
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DOI：
10.1021/jacs.5b10299
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发表时间：
2015-11-25
影响因子：
15
通讯作者：
White MC
中科院分区：
文献类型：
--
作者：
Howell JM;Feng K;Clark JR;Trzepkowski LJ;White MC
氮杂环化合物广泛存在于天然产物和药物中。本文中，我们公开了一种氮络合策略，其采用强布朗斯特酸（HBF 4）或氮杂刘易斯酸（BF 3），以使得能够用可调的铁催化剂对含叔胺（3°）、仲胺（2°）和伯胺（1°）和吡啶的分子进行远程、非定向的C（sp 3）-H氧化。酰亚胺抗氧化和促进远程官能化。
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(sp3)—H oxidations of tertiary (3°), secondary (2°), and primary (1°) amine- and pyridine- containing molecules with tunable iron catalysts. Imides resist oxidation and promote remote functionalization.