2-Phenylthio-3,3,3-trifluoropropene, its sulfoxide and sulfone: Synthesis and reactivity in 1,3-dipolar cycloadditions.

Plancquaert, MA.;Redon, M;Janousek, Z.;Viehe, HG.
(1996) Tetrahedron — Vol. 52, n° 12, p. 4383-4396 (1996)

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  • Plancquaert, MA.
    Author
  • Redon, M
    Author
  • Janousek, Z.
    Author
  • Viehe, HG.
    Author
Abstract
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 trifluoromethyl substituted pyrazolines, pyrazoles, cyclopropanes or allylsulfones in fair to excellent yields. 1,3-Dipolar cycloaddition of trifluoropropene derivatives 2-4 with N-benzylazomethine ylide provides disubstituted 3-trifluoromethyl-pyrrolidines.
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Plancquaert, MA., Redon, M., Janousek, Z., & Viehe, HG. (1996). 2-Phenylthio-3,3,3-trifluoropropene, its sulfoxide and sulfone: Synthesis and reactivity in 1,3-dipolar cycloadditions. Tetrahedron, 52(12), 4383-4396. https://doi.org/10.1016/0040-4020(96)00082-8 (Original work published 1996)