O-Polyfluoroalkylation of Phenol with Polyfluoroalkyl Chlorosulfites

Features of Reaction of Polyfluoroalkyl Chlorosulfites with Salicylaldehyde

“…The reactions were performed in the presence of triethylamine [1,2], with a DMF catalyst [3] or with no catalyst, using equimolar reagent amounts and hexane as solvent. The catalyst was found to have no effect of the reaction direction, and sulfite IV is formed in~57% yield.…”

“…It is known [1] that phenol reacts with polyfluoroalkyl chlorosulfite gives rise to polyfluroalkyl phenyl sulfites. However, we failed to isolate polyfluoroalkyl esters in the reactions of polyfluoroalkyl chlorosulfites ÄÄÄÄÄÄÄÄÄÄÄÄ I and II with salicylaldehyde (III).…”

Synthesis of Polyfluorinated Ethers

“…Published procedures for PFE synthesis involve nucleophilic and radical addition of alcohols to polyfluoroalkenes, trifluoromethylation of polyfluorinated alcohols catalyzed by Lewis acids [3], alkylation of polyfluoroalkoxide anions with dimethyl sulfate [4] or polyfluoroalkyl chlorosulfites [5,6], etc. Combinations of various reagents in PFE synthesis allow preparation of compounds of diverse structures.…”