Visible-Light Photoredox Catalysis for the Synthesis of Fluorinated Aromatic Compounds

Fluorine-containing functional groups are important motifs influencing physical and biological properties of organic compounds. Visible-light photoredox catalysis as a powerful strategy for the activation of small molecules contributed significantly to the rapid progress of new synthetic procedures...

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Main Author: Tomasz Kliś
Format: Article
Language:English
Published: MDPI AG 2023-01-01
Series:Catalysts
Subjects:
Online Access:https://www.mdpi.com/2073-4344/13/1/94
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author Tomasz Kliś
author_facet Tomasz Kliś
author_sort Tomasz Kliś
collection DOAJ
description Fluorine-containing functional groups are important motifs influencing physical and biological properties of organic compounds. Visible-light photoredox catalysis as a powerful strategy for the activation of small molecules contributed significantly to the rapid progress of new synthetic procedures allowing introduction of fluorine atoms into organic substrates. In this review, we highlight the distinct strategies for transition metal- and organic-photocatalytic fluorination of arenes and heteroarenes by a broad range of fluorinating compounds. The presented procedures are divided into two groups. The first group involves the reactions enabling a direct attachment of CF<sub>3</sub>-, C<sub>n</sub>F<sub>m</sub>-, F-, CF<sub>3</sub>O-, CF<sub>3</sub>S-, and SO<sub>2</sub>F- substituents to various aromatic compounds. The second group presents the tandem reactions where the formation of the aromatic system occurs after installation of the fluorine-containing group on the non-aromatic fragment of the molecule.
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spelling doaj.art-c4e9904d08284d84b369d318d43966ef2023-11-30T21:37:09ZengMDPI AGCatalysts2073-43442023-01-011319410.3390/catal13010094Visible-Light Photoredox Catalysis for the Synthesis of Fluorinated Aromatic CompoundsTomasz Kliś0Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, PolandFluorine-containing functional groups are important motifs influencing physical and biological properties of organic compounds. Visible-light photoredox catalysis as a powerful strategy for the activation of small molecules contributed significantly to the rapid progress of new synthetic procedures allowing introduction of fluorine atoms into organic substrates. In this review, we highlight the distinct strategies for transition metal- and organic-photocatalytic fluorination of arenes and heteroarenes by a broad range of fluorinating compounds. The presented procedures are divided into two groups. The first group involves the reactions enabling a direct attachment of CF<sub>3</sub>-, C<sub>n</sub>F<sub>m</sub>-, F-, CF<sub>3</sub>O-, CF<sub>3</sub>S-, and SO<sub>2</sub>F- substituents to various aromatic compounds. The second group presents the tandem reactions where the formation of the aromatic system occurs after installation of the fluorine-containing group on the non-aromatic fragment of the molecule.https://www.mdpi.com/2073-4344/13/1/94photocatalysisfluorinationarenesheteroarenestandem reactions
spellingShingle Tomasz Kliś
Visible-Light Photoredox Catalysis for the Synthesis of Fluorinated Aromatic Compounds
Catalysts
photocatalysis
fluorination
arenes
heteroarenes
tandem reactions
title Visible-Light Photoredox Catalysis for the Synthesis of Fluorinated Aromatic Compounds
title_full Visible-Light Photoredox Catalysis for the Synthesis of Fluorinated Aromatic Compounds
title_fullStr Visible-Light Photoredox Catalysis for the Synthesis of Fluorinated Aromatic Compounds
title_full_unstemmed Visible-Light Photoredox Catalysis for the Synthesis of Fluorinated Aromatic Compounds
title_short Visible-Light Photoredox Catalysis for the Synthesis of Fluorinated Aromatic Compounds
title_sort visible light photoredox catalysis for the synthesis of fluorinated aromatic compounds
topic photocatalysis
fluorination
arenes
heteroarenes
tandem reactions
url https://www.mdpi.com/2073-4344/13/1/94
work_keys_str_mv AT tomaszklis visiblelightphotoredoxcatalysisforthesynthesisoffluorinatedaromaticcompounds