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Journal article
Chemoselective Difluorination of Tetramic Acids in Water
ACS omega, Vol.11(14), pp.21836-21843
04/14/2026
PMID: 42004365
Web of Science ID: WOS:001729110900001
Abstract
3,3-Difluorotetramic acids are key building blocks for the construction of medicinally relevant compounds. However, general methods for their synthesis via the direct electrophilic fluorination of tetramic acids are lacking. Herein we report such a method for the direct 3,3-difluorination of tetramic acids in water without any organic cosolvents utilizing Selectfluor as the electrophilic fluorine source. This reaction shows high chemoselectivity across a range of functional groups, including alkenes, alkynes, ketones, and aromatic rings, and tolerates a range of common nitrogen protecting groups. Finally, the reaction was successfully run at the multimillimole scale and was shown to tolerate an air atmosphere.
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- Title
- Chemoselective Difluorination of Tetramic Acids in Water
- Publication Details
- ACS omega, Vol.11(14), pp.21836-21843
- Resource Type
- Journal article
- Publisher
- American Chemical Society
- Number of pages
- 8
- Grant note
- NA / University of West Florida NA / Hal Marcus College of Science and Engineering, University of West Florida 1T34GM153538-01 / National Institute of General Medical Sciences; United States Department of Health & Human Services; National Institutes of Health (NIH) - USA; NIH National Institute of General Medical Sciences (NIGMS)
- Copyright
- © 2026 The Authors
- Identifiers
- WOS:001729110900001; 99381798262206600
- Academic Unit
- Chemistry; Hal Marcus College of Science and Engineering
- Language
- English