Ma. Plancquaert et al., 2-PHENYLTHIO-3,3,3-TRIFLUOROPROPENE, ITS SULFOXIDE AND SULFONE - SYNTHESIS AND REACTIVITY IN 1,3-DIPOLAR CYCLOADDITIONS, Tetrahedron, 52(12), 1996, pp. 4383-4396
Derivatives of 3,3,3-trifluoropropene 1 : alpha-sulfide 2, sulfoxide 3
, sulfone 4 and bromide 6 are useful trifluoromethylated synthons. On
reaction with diazo compounds, these derivatives can afford trifluorom
ethyl substituted pyrazolines, pyrazoles, cyclopropanes or allylsulfon
es in fair to excellent yields. 1,3-Dipolar cycloaddition of trifluoro
propene derivatives 2-4 with N-benzylazomethine ylide provides disubst
ituted 3-trifluoromethyl-pyrrolidines.