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Updated: Feb 7, 2026

Free Radicals in Chemical Biology: from Chemical Behavior to Biomarker Development
Published on: April 15, 2013
Iron(II)-Catalyzed Site-Selective Functionalization of Unactivated C(sp3 )-H Bonds Guided by Alkoxyl Radicals
Honghao Guan1, Shutao Sun1, Ying Mao1
1School of Pharmaceutical Sciences, Shandong University, Jinan, 250012, P. R. China.
Abstract:
An alkoxyl radical guided strategy for site-selective functionalization of unactivated methylene and methine C-H bonds enabled by an FeII -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.
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