Tnfluoromethyl sulfones

The reacuons of electrophihc tnflyl sources with nucleophiles were investi gated The reaction of tnfhc anhydride with an organolithium reagent is not synthetically promising because of ditnflylation and other side reactions [20] When phenyllithium reacts with tnfhc anhydnde, dimerization products and acetylenic Michael diadducts are observed [20] (equation 17), but using the sodium salt of the alkynes instead of the lithium salt provides the alkynyl tnfluoromethyl sulfones [21] (equation 18) (Table 7) Alkynyl tnfluoromethyl sulfones are of synthetic interest, because they show a pronounced reactivity toward nucleophiles in addition reactions and cyclopentadiene in Diels-Alder reactions [21] (Table 7)... 

The conversion of cyclic sulfides to sulfones is accompbshed by more energetic oxidations. Perhalogenated thiolanes [106] and 1,3-dithietanes [107] are oxidized to sulfones and disulfones, respectively, by a mixture of chromium trioxide and nitric acid (equation 98) The same reagent converts 2,4-dichloro-2,4-bis(tnfluoromethyl)-l,3-dif/u cto cs to disulfone derivatives [107], whereas trifluoromethaneperoxysulfonic acid converts the starting compound to a sul-fone-sulfoxide derivative [2(equation 99). 

---