143583-03-3Relevant academic research and scientific papers
Oxidative desulfurization-fluorination reaction promoted by [bdmim][F] for the synthesis of difluorinated methyl ethers
Bouvet, Sébastien,Pégot, Bruce,Diter, Patrick,Marrot, Jér?me,Magnier, Emmanuel
, p. 1682 - 1686 (2015/03/14)
A new ionic liquid [bdmim][F] has been prepared and fully characterized. Its potential as a fluoride source for the desulfurization-fluorination process has been evaluated with success. The carbon-sulfur double bond of xanthates and thiocarbonates has bee
Synthesis of trifluoromethyl ethers and difluoro(methylthio)methyl ethers by the reaction of dithiocarbonates with IF5-pyridine-HF
Inoue, Toshiya,Fuse, Chiaki,Hara, Shoji
, p. 48 - 52 (2015/11/10)
Trifluoromethyl ether and difluoro(methylthio)methyl ether of phenols and aliphatic alcohols were selectively synthesized from the corresponding dithiocarbonates. When IF5-pyridine-HF was used alone in the reaction of the dithiocarbonate, the difluoro(methylthio)methyl ether was selectively formed. On the other hand, by the additional use of Et3N-6HF with IF5-pyridine-HF, trifluoromethyl ether was formed selectively. Various functional groups such as ester, ether, amide, and acetonide could tolerate the reaction conditions, and various functionalized difluoro(methylthio)methyl ethers and trifluoromethyl ethers were synthesized.
A convenient synthesis of trifluoromethyl ethers by oxidative desulfurization-fluorination of dithiocarbonates
Kanie, Kiyoshi,Tanaka, Yoichiro,Suzuki, Kazundo,Kuroboshi, Manabu,Hiyama, Tamejiro
, p. 471 - 484 (2007/10/03)
Trifluoromethyl ethers R-OCF3 are easily synthesized from the corresponding dithiocarbonates R-OCS2Me (R = aryl or primary alkyl) by a reagent system consisting of 70% HF/pyridine and an N-halo imide. When the reaction is applied to R-OCS2Me wherein R = secondary alkyl, tertiary alkyl, or benzylic group, fluorination leading to the corresponding alkyl fluorides R-F is achieved, whereas a combination of 50% HF/pyridine and N- bromosuccinimide affords the corresponding trifluoromethyl ethers R-OCF3 (R = secondary).
Oxidative desulfurization-fluorination of xanthates. A convenient synthesis of trifluoromethyl ethers and difluoro (methylthio)methyl ethers
Kuroboshi, Manabu,Suzuki, Kazundo,Hiyama, Tamejiro
, p. 4173 - 4176 (2007/10/02)
Treatment of xanthates R-OC(S)SMe with (HF)9/Py and 1,3-dibromo-5,5-dimethylhydantoin gives trifluoromethyl ethers R-OCF3 through intermediates R-OCF2SMe, which could be isolated upon treatment of xanthates with n-Bu4N+H2F3- and N-bromosuccinimide.
