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  4. Visible light photoredox-catalysed remote C-H functionalisation enabled by 1,5-hydrogen atom transfer (1,5-HAT)
 
review article

Visible light photoredox-catalysed remote C-H functionalisation enabled by 1,5-hydrogen atom transfer (1,5-HAT)

Guo, Weisi  
•
Wang, Qian
•
Zhu, Jieping  
May 20, 2021
Chemical Society Reviews

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.

  • Details
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Type
review article
DOI
10.1039/d0cs00774a
Web of Science ID

WOS:000652557400001

Author(s)
Guo, Weisi  
Wang, Qian
Zhu, Jieping  
Date Issued

2021-05-20

Publisher

Royal Society of Chemistry

Published in
Chemical Society Reviews
Volume

50

Issue

13

Start page

7359

End page

7377

Subjects

Chemistry, Multidisciplinary

•

Chemistry

•

hydrogen-atom

•

c(sp(3))-h bonds

•

amination

•

heteroarylation

•

alkylation

•

derivatives

•

cyanation

•

radicals

•

iodine

Editorial or Peer reviewed

REVIEWED

Written at

EPFL

EPFL units
LSPN  
Available on Infoscience
June 5, 2021
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/178517
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