Abstract
This report describes the design, development, and optimization of an electrochemical deoxyfluorination of arenes using a tetrafluoropyridine-derived leaving group. NEt3·3HF serves as the fluoride source, and the reactions are conducted using either constant potential or constant current electrolysis in an undivided electrochemical cell. Mechanistic studies support a net oxidative pathway, in which initial single-electron oxidation generates a radical cation intermediate that is trapped by fluoride. The resulting radical undergoes a second oxidation reaction, followed by the loss of the leaving group to yield the fluoroarene product.
Recommended Citation
E. C. Liu et al., "Electro-oxidative Deoxyfluorination of Arenes With NEt3·3HF," Journal of Organic Chemistry, vol. 90, no. 5, pp. 1889 - 1894, American Chemical Society, Feb 2025.
The definitive version is available at https://doi.org/10.1021/acs.joc.4c02540
Department(s)
Chemistry
International Standard Serial Number (ISSN)
1520-6904; 0022-3263
Document Type
Article - Journal
Document Version
Citation
File Type
text
Language(s)
English
Rights
© 2025 American Chemical Society, All rights reserved.
Publication Date
07 Feb 2025
Comments
University of Minnesota, Grant CHE-2002158