57749-87-8Relevant academic research and scientific papers
Fluorination of α-phenylsulfanyl esters using difluoroiodotoluene
Motherwell, William B.,Greaney, Michael F.,Tocher, Derek A.
, p. 2809 - 2815 (2002)
Treatment of α-phenylsulfanyl esters 11-14 with one equivalent of difluoroiodotoluene 3a produced the α-fluoro sulfides 17-20 in good overall yield through a Fluoro-Pummerer reaction. A second equivalent of reagent produced α,α-difluoro sulfides and a third led to α,α-difluoro sulfoxides. An identical pattern of reactivity was observed with the α-phenylsulfanyl lactone 26. This sequential fluorination-oxidation behaviour was exploited in the one-pot synthesis of 3-fluoro-2(5H)-furanone 33 starting from α-phenylsulfanylbutyrolactone 32.
