Issue 38, 2025

Recent advances in photoinduced amidyl radical-mediated remote C(sp3)–H activation via 1,5-hydrogen atom transfer

Abstract

C–H bonds are widely present in organic molecules and play a crucial role in chemical diversification. Among them, the functionalization of unactivated C(sp3)–H bonds is highly challenging. The 1,5-hydrogen atom transfer (1,5-HAT) strategy offers an avenue for the functionalization of remote inert C–H bonds with excellent regioselectivity and chemoselectivity. This review looks back at the history and mechanism of the Hofmann–Löffler–Freytag (HLF) reaction and highlights the recent advances in the functionalization of remote inert C(sp3)–H bonds triggered by nitrogen-centered radicals (NCRs) via photoinduced 1,5-hydrogen atom transfer processes.

Graphical abstract: Recent advances in photoinduced amidyl radical-mediated remote C(sp3)–H activation via 1,5-hydrogen atom transfer

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Article information

Article type
Review Article
Submitted
24 Jul 2025
Accepted
05 Sep 2025
First published
08 Sep 2025

Org. Biomol. Chem., 2025,23, 8656-8666

Recent advances in photoinduced amidyl radical-mediated remote C(sp3)–H activation via 1,5-hydrogen atom transfer

M. Liao, Y. Li, M. Ye and C. Liu, Org. Biomol. Chem., 2025, 23, 8656 DOI: 10.1039/D5OB01197C

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