TURNING THE REACTIVITY OF CARBONYL OXIDES FROM NUCLEOPHILIC TO ELECTROPHILIC. A NOVEL DEOXYGENATION OF SULFOXIDES BY ELECTROPHILIC α,α,α-TRIFLUOROACETOPHENONE O-OXIDE

Article abstract of DOI:10.1016/S0040-4039(00)61846-4

The well-known nucleophilic reactivity of carbonyl oxides could be turned into electrophilic by a potent electron-attracting group.Thus α,α,α-trifluoroacetophenone O-oxide oxidizes both sulfides and sulfoxides electrophilically, and the most characteristic reaction is the deoxyganation of sulfoxides.