Deoxofluorination Reactions Using N,N-Disubstituted Aminodifluorosulfinium Tetrafluoroborate Salts

• New N,N-disubstituted aminodifluorosulfinium tetrafluoroborate salts are reported.
• Their reactivity/selectivity in deoxofluorination reactions was compared.
• The nature of the substituent on the amino moiety impacts the reactivity/selectivity.

The synthesis of N,N-disubstituted aminodifluorosulfinium tetrafluoroborate salts is reported, and their behavior as deoxofluorinating agent was evaluated. The deoxofluorination reactions were performed using a primary alcohol, a secondary alcohol and a ketone. Results show that subtle modification of the structure of the reagents can noticeably affect the reactivity and the selectivity in deoxofluorination reactions.

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