2-PHENYLTHIO-3,3,3-TRIFLUOROPROPENE, ITS SULFOXIDE AND SULFONE - SYNTHESIS AND REACTIVITY IN 1,3-DIPOLAR CYCLOADDITIONS

Citation
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
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
52
Issue
12
Year of publication
1996
Pages
4383 - 4396
Database
ISI
SICI code
0040-4020(1996)52:12<4383:2ISAS->2.0.ZU;2-3
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 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.