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Electrochemical Trifluoromethylation of Glycals.
- Source :
-
The Journal of organic chemistry [J Org Chem] 2021 Nov 19; Vol. 86 (22), pp. 16187-16194. Date of Electronic Publication: 2021 Aug 26. - Publication Year :
- 2021
-
Abstract
- Carbohydrates play essential roles in various physiological and pathological processes. Trifluoromethylated compounds have wide applications in the field of medicinal chemistry. Herein, we report a practical and efficient trifluoromethylation of glycals by an electrochemical approach using CF <subscript>3</subscript> SO <subscript>2</subscript> Na as the trifluoromethyl source and MnBr <subscript>2</subscript> as the redox mediator. A variety of trifluoromethylated glycals bearing different protective groups are obtained in 60-90% yields with high regioselectivity. The successful capture of a CF <subscript>3</subscript> radical indicates that a radical mechanism is involved in this reaction.
- Subjects :
- Oxidation-Reduction
Subjects
Details
- Language :
- English
- ISSN :
- 1520-6904
- Volume :
- 86
- Issue :
- 22
- Database :
- MEDLINE
- Journal :
- The Journal of organic chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 34435785
- Full Text :
- https://doi.org/10.1021/acs.joc.1c01318