Beilstein J. Org. Chem.2015,11, 85–91, doi:10.3762/bjoc.11.12
having a strongly electron-withdrawing nitrile group gave the α-fluorination product predominantly regardless of the poly(HF) salts used.
Keywords: anodic fluorination; anodic fluorodesulfurization; electrosynthesis; fluorination product selectivity; poly(HF) salt; Introduction
The introduction of
, respectively. Thus, it is reasonable that no deprotonation of the cationic intermediate of 1f took place. Moreover, when a higher HF content poly(HF) salt like Et3N·5HF was used, fluorodesulfurization product 3f was exclusively formed in good yield. This tendency is quite similar to the result of anodic
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Graphical Abstract
Scheme 1:
Anodic fluorination of sulfides having an electron-withdrawing group.