Highly selective electrochemical fluorination of dithioacetal derivatives bearing electron-withdrawing substituents at the position α to the sulfur atom using poly(HF) salts

• Bin Yin,
• Shinsuke Inagi and
• Toshio Fuchigami

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