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eFluorination of activated alcohols using collidinium tetrafluoroborate

eFluorination of activated alcohols using collidinium tetrafluoroborate

Kiaku, Cyrille, Martinage, Dorian, Sicim, Yasemin, Leech, Matthew C., Walsh, Jamie M., Poole, Darren L., Mason, Joseph, Goodall, Iain C. A., Devo, Perry and Lam, Kevin ORCID: 0000-0003-1481-9212 (2023) eFluorination of activated alcohols using collidinium tetrafluoroborate. Organic Letters. ISSN 1523-7060 (Print), 1523-7052 (Online) (doi:https://doi.org/10.1021/acs.orglett.3c00976)

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Abstract

Tertiary C–F bonds are important structural designs; however, they suffer from challenging synthesis. Current methodologies use corrosive amine-HF salts or expensive and hazardous catalysts and reagents. Our group recently introduced collidinium tetrafluoroborate as an efficient fluorinating agent for anodic decarboxyfluorination reactions. Nevertheless, tertiary carboxylic acids are less readily available and more challenging to prepare than their alcohol analogues. Herein we report a practical, mild, and cheap electrochemical method to achieve deoxyfluorination of hindered carbon centers.

Item Type: Article
Uncontrolled Keywords: fluorination; alcohols; electrosynthesis; anodic oxidation
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Faculty / School / Research Centre / Research Group: Faculty of Engineering & Science
Faculty of Engineering & Science > School of Science (SCI)
Last Modified: 22 May 2023 14:59
URI: http://gala.gre.ac.uk/id/eprint/42709

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