183592-79-2Relevant academic research and scientific papers
Difluorination of 2-substituted 1,1,1-tris(methylthio)ethanes by oxidative desulfurization-fluorination. A new route to partially fluorinated olefins
Furuta, Satoru,Hiyama, Tamejiro
, p. 7983 - 7986 (1996)
Oxidative desulfurization-fluorination of RCH2C(SMe)3 using n-Bu4NH2F3 and 1,3-dibromo-5,5-dimethylhydantoin gave RCHBrCF2SMe in good yields. The products were converted into difluorobromo olefins. Under similar conditions ArCH2C(SMe)3 afforded ArCBr2CF2SMe. The mechanism of the partial difluorination accompanied by bromination is discussed.
Fluorination of Orthothioesters through Oxidative Desulfurization-Fluorination
Furuta, Satoru,Kuroboshi, Manabu,Hiyama, Tamejiro
, p. 1939 - 1951 (2007/10/03)
The oxidative desulfurization-fluorination of orthothioesters of type RCH2C(SMe)3 using n-Bu4NH2F3 and 1,3-dibromo-5,5-dimethylhydantoin gave bromodifluorination products RCHBrCF2SMe in good yields. The products were converted into bromodifluoro olefins RCBr=CF2 via oxidation and thermolysis. In a similar way, the orthothioesters of type RCH(OH)C(SMe)3 or RCH(OAc)C(SMe)3 were fluorinated to afford difluoro ketones RCOCF2SMe or difluoro acetates RCH(OAc)CF2SMe, respectively. The difiuoro acetates were reduced to RCH(OAc)CF2H by radical reduction. The mechanisms are discussed for difluorination accompanied by bromination or oxidation.
