A modified fluoro-Pummerer reaction with DAST and NIS for synthesis of β-amino-α-fluoro-sulfides from corresponding β-amino-sulfides

An efficient and convenient method was developed for the synthesis of β-amino-α-fluoro-sulfides in one-step from corresponding β-amino-sulfides by using N-iodosuccinimide (NIS) and diethylaminosulfur trifluoride (DAST) as a fluoride source. This fluorination method was verified on various β-amino-sulfides substrate contained different function groups, such as N-phthalimide (NPhth), N-acetyl, N-benzoyl, N-(tert-butyl carbamate) (N-Boc), N-(benzyl carbamate) (N-Cbz), and methoxycarbonyl substitution groups.