eFluorination Using Cheap and Readily Available Tetrafluoroborate Salts

A practical electrochemical method for the rapid, safer, and mild synthesis of tertiary hindered alkyl fluorides from carboxylic acids has been developed without the need for hydrofluoric acid salts or non-glass reactors. In this anodic fluorination, collidinium tetrafluoroborate acts as both the su...

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Bibliographic Details
Published in:Organic letters 2023-03, Vol.25 (9), p.1353-1358
Main Authors: Leech, Matthew C., Nagornîi, Dmitrii, Walsh, Jamie M., Kiaku, Cyrille, Poole, Darren L., Mason, Joseph, Goodall, Iain C. A., Devo, Perry, Lam, Kevin
Format: Article
Language:English
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Summary:A practical electrochemical method for the rapid, safer, and mild synthesis of tertiary hindered alkyl fluorides from carboxylic acids has been developed without the need for hydrofluoric acid salts or non-glass reactors. In this anodic fluorination, collidinium tetrafluoroborate acts as both the supporting electrolyte and fluoride donor. A wide range of functional groups has been shown to be compatible, and the possibility of scale-up using flow electrochemistry has also been demonstrated.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c04305