Issue 17, 2024

A photocatalytic method for the generation of the 1,1,1,3,3,3-hexafluoroisopropyl radical

Abstract

A reagent for the introduction of the 1,1,1,3,3,3-hexafluoroisopropyl group is described. The reagent was obtained on a multi-gram scale in one step from readily available hexafluoroisopropyl alcohol and pentafluoropyridine. Under photoredox conditions, the reagent undergoes facile cleavage of the C–O bond to generate the fluorinated alkyl radical, which can effectively add at C,C double bonds in a variety of atom and group transfer processes.

Graphical abstract: A photocatalytic method for the generation of the 1,1,1,3,3,3-hexafluoroisopropyl radical

Supplementary files

Article information

Article type
Research Article
Submitted
06 Jun 2024
Accepted
03 Jul 2024
First published
03 Jul 2024

Org. Chem. Front., 2024,11, 4762-4768

A photocatalytic method for the generation of the 1,1,1,3,3,3-hexafluoroisopropyl radical

S. S. Lunkov, V. S. Kostromitin, A. A. Zemtsov, V. V. Levin and A. D. Dilman, Org. Chem. Front., 2024, 11, 4762 DOI: 10.1039/D4QO01023J

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