143583-10-2Relevant academic research and scientific papers
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.
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
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.
