Journal
CHEMICAL SOCIETY REVIEWS
Volume 50, Issue 13, Pages 7359-7377Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0cs00774a
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Funding
- EPFL (Switzerland)
- Swiss National Science Foundation [SNSF 200021-178846/1]
- China Scholarship Council
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This tutorial review summarizes the recent progress in remote functionalization of C-H bonds, with a focus on photoredox-catalyzed remote C-H functionalization.
The generation of heteroatom-centred radicals (X), followed by intramolecular 1,5-hydrogen atom transfer (1,5-HAT) and the functionalisation of the translocated carbon-centred radicals, is the basic mechanism of the classic Hofmann-Loffler-Freytag (HLF) reaction and the Barton reaction. The chemoselectivity of the 1,5-HAT process is different from that of the transition metal-catalysed counterpart, providing, therefore, a complementary tool for remote C(sp(3))-H bond functionalisation. There is a recent resurgence in this research field due to the emergence of visible light photocatalysis. This tutorial review summarises the recent progress in the remote functionalisation of C-H bonds featuring a key 1,5-HAT step with particular focus on photoredox-catalyzed remote C-H functionalisation.
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