Iron(II)-Catalyzed Site-Selective Functionalization of Unactivated C(sp3)-H Bonds Guided by Alkoxyl Radicals

被引：95

作者：

Guan, Honghao ^{[1
]}

Sun, Shutao ^{[1
]}

Mao, Ying ^{[1
]}

Chen, Lei ^{[2
]}

Lu, Ran ^{[1
]}

Huang, Jiancheng ^{[2
]}

Liu, Lei ^{[1
,2
]}

机构：

[1] Shandong Univ, Sch Pharmaceut Sci, Jinan 250012, Shandong, Peoples R China

[2] Shandong Univ, Sch Chem & Chem Engn, Jinan 250100, Shandong, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2018年 / 57卷 / 35期

基金：

美国国家科学基金会;

关键词：

alkynylation; C-H functionalization; iron; radicals; reaction mechanisms; C-H BONDS; STEREOSELECTIVE-SYNTHESIS; RELAY CYCLIZATIONS; HYDROGEN-ATOM; FLUORINATION; ALKYLATION; GENERATION; HYDROPEROXIDES; ALKYNYLATION; STRATEGIES;

D O I：

10.1002/anie.201806434

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An alkoxyl radical guided strategy for site-selective functionalization of unactivated methylene and methine C-H bonds enabled by an Fe-II-catalyzed redox process is described. The mild, expeditious, and modular protocol allows efficient remote aliphatic fluorination, chlorination, amination, and alkynylation of structurally and electronically varied primary, secondary, and tertiary hydroperoxides with excellent functional-group tolerance. The application for one-pot 1,4-hydroxyl functionalization of non-oxygenated alkane substrates initiated by aerobic C-H oxygenation is also demonstrated.

引用

页码：11413 / 11417

页数：5

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