Journal article
Radical Trifluoromethoxylation of Arenes Triggered by a Visible-Light-Mediated N-O Bond Redox Fragmentation.
- Jelier BJ Department of Chemistry and Applied Biosciences, Swiss Federal Institute of Technology, Vladimir-Prelog-Weg 2, 8093, Zürich, Switzerland.
- Tripet PF Department of Chemistry and Applied Biosciences, Swiss Federal Institute of Technology, Vladimir-Prelog-Weg 2, 8093, Zürich, Switzerland.
- Pietrasiak E Department of Chemistry and Applied Biosciences, Swiss Federal Institute of Technology, Vladimir-Prelog-Weg 2, 8093, Zürich, Switzerland.
- Franzoni I Department of Chemistry, University of Toronto, Toronto, M5S 3H6, Canada.
- Jeschke G Department of Chemistry and Applied Biosciences, Swiss Federal Institute of Technology, Vladimir-Prelog-Weg 2, 8093, Zürich, Switzerland.
- Togni A Department of Chemistry and Applied Biosciences, Swiss Federal Institute of Technology, Vladimir-Prelog-Weg 2, 8093, Zürich, Switzerland.
- 2018-06-22
Published in:
- Angewandte Chemie (International ed. in English). - 2018
late-stage functionalization
organofluorine compounds
photoredox
radical mechanisms
trifluoromethoxylation
English
A simple trifluoromethoxylation method enables non-directed functionalization of C-H bonds on a range of substrates, providing access to aryl trifluoromethyl ethers. This light-driven process is distinctly different from conventional procedures and occurs through an OCF3 radical mechanism mediated by a photoredox catalyst, which triggers an N-O bond fragmentation. The pyridinium-based trifluoromethoxylation reagent is bench-stable and provides access to synthetic diversity in lead compounds in an operationally simple manner.
- Language
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- English
- Open access status
- closed
- Identifiers
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- DOI 10.1002/anie.201806296
- PMID 29927506
- Persistent URL
- https://sonar.ch/global/documents/139905
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