130612-76-9Relevant academic research and scientific papers
Reactions involving hexafluoropropylene oxide. Part 2. A novel "dethioesterification" of a fluorinated sulfur containing ester
Coe, Paul L.,Loehr, Marianne,Chambers, Owen R.,Rochin, Christophe
, p. 569 - 573 (2007/10/03)
Ring opening reactions of hexafluoropropylene oxide (HFPO) 1 with thiophenol gave the thioesters, 2, 6 and 7 depending on the conditions used to activate the thiol group. Saponification of the ester 2 led, in a slow reaction, to the acid 3. In an attempt to improve the saponification of thioester 2 the use of silver nitrate in dioxane-water surprisingly led to the formation of the hydro compound 4 via a novel "dethioesterification" reaction. The potential use of the chemistry described for the introduction of fluorinated functions stereospecifically is discussed.
Electrolytic Partial Fluorination of Organic Compounds. 12. Selective Anodic Monofluorination of Fluoroalkyl and Alkyl Sulfides
Fuchigami, Toshio,Konno, Akinori,Nakagawa, Kiyono,Shimojo, Moriyasu
, p. 5937 - 5941 (2007/10/02)
Highly regioselective anodic monofluorination of various aryl and alkyl fluoroalkyl sulfides was successfully carried out, and fluorine was exclusively (aryl sulfides) or preferentially (alkyl sulfides) introduced at the position α to the fluoroalkyl group.Even simple alkyl phenyl sulfides devoid of an electron-withdrawing group could be anodically monofluorinated in satisfactory yields for the first time when etheral solvents were used as an electrolytic solution.A unique Pummerer-type mechanism via fluorosulfonium ions was proposed for this anodic fluorination by comparison with anodic α-methoxylation previously studied.
New Mechanistic Aspects of Anodic Monofluorination of Halogenoalkyl and Alkyl Phenyl Sulphides
Konno, Akinori,Nakagawa, Kiyono,Fuchigami, Toshio
, p. 1027 - 1029 (2007/10/02)
A unique Pummer type mechanism via fluorosulphonium ions for anodic monofluorination of sulphides is established by comparing the anodic monofluorination of partially halogenated ethyl phenyl sulphides (1, PhSCH2R; R = CF3, CF2H, CFH2, CF2Cl, CClH2) with
Electrolytic Partial Fluorination of Organic Compounds. Regioselective Anodic Monofluorination of Organosulfur Compounds
Fuchigami, Toshio,Shimojo, Moriyasu,Konno, Akinori,Nakagawa, Kiyono
, p. 6074 - 6075 (2007/10/02)
Regioselective anodic monofluorination of aryl 2,2,2-trifluoroethyl sulfides gave, exclusively, aryl 1,2,2,2-tetrafluoroethyl sulfides, the products of fluorination at the position α to the trifluoromethyl group.The α-monofluorination of sulfides bearing
