Trifluoroacetic anhydride → HCID 178525662, compound

Participants

Reaction Steps

To a stirred of solution of 1,3-dithiolane (4.8 g, 45 mmol) in methanol (225 mL) at 0° C. was added dropwise a solution of (9.6 g, 45 mmol) sodium periodate in water (70 mL). After stirring overnight the precipitated solids were removed by filtration and the filtrate was evaporated. The residue was dissolved in dichloromethane, dried over MgSO4 and the solvent was evaporated to dryness. The product was purified by column chromatography over silica gel and eluted with 2:1 EtOAc/n-heptane to obtain 1,3-dithiolane-1-oxide (4 g) in 73% yield. A THF (40 mL) solution of the above prepared 1,3-dithiolane-1-oxide (2.8 g, 23 mmol) was treated with trifluoroacetic anhydride (3.2 mL, 23 mmol) furnishing 1,3-dithiolan-2-ylium trifluoroacetate salt (BIa) (23 mmol).

Provenance & Evidence