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Photoredox Catalysis-Enabled C-H Difluoromethylation of Heteroarenes with Pentacoordinate Phosphorane as the Reagent.
- Source :
-
The Journal of organic chemistry [J Org Chem] 2023 Aug 18; Vol. 88 (16), pp. 12013-12023. Date of Electronic Publication: 2023 Aug 07. - Publication Year :
- 2023
-
Abstract
- Difluoromethylated heterocyclic compounds have found broad applications in numerous bioactive molecules. Herein, we report photoredox catalysis-induced direct C-H difluoromethylation of heterocycles by using bis(difluoromethyl) pentacoordinate phosphorane (PPh <subscript>3</subscript> (CF <subscript>2</subscript> H) <subscript>2</subscript> , 1 ) as the reagent. A variety of heterocycles, such as quinoxalin-2(1 H )-one, thiophene, indole, and coumarin, are readily tailored with a difluoromethyl group. The method is featured as transition-metal-free by using an organic compound Erythrosin B as the catalyst and O <subscript>2</subscript> as the oxidant.
Details
- Language :
- English
- ISSN :
- 1520-6904
- Volume :
- 88
- Issue :
- 16
- Database :
- MEDLINE
- Journal :
- The Journal of organic chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 37549379
- Full Text :
- https://doi.org/10.1021/acs.joc.3c01336