140243-94-3Relevant articles and documents
Difluoromethyl and chlorofluoromethyl sulfoximines: Synthesis and evaluation as electrophilic perfluoroalkylating reagents
Pégot, Bruce,Urban, Céline,Bourne, Aaron,Le, Thanh Nghi,Bouvet, Sébastien,Marrot, Jér?me,Diter, Patrick,Magnier, Emmanuel
, p. 3069 - 3075 (2015/05/13)
An efficient and convenient method is described that allows the synthesis of a set of difluoromethyl sulfoximines, as well as chlorofluoromethyl sulfoxides, sulfones, and sulfoximines. Our procedure does not require metals or nonrecommended freons, and it gives rise to an original route to Hu's reagent. Unprecedented chlorofluoromethyl sulfoximines have been also isolated, and these compounds have been shown to act as an electrophilic source of this original bis-halogenated moiety. The mechanism of the electrophilic chlorofluoromethylation is also discussed. Bromodifluoromethyl and dichlorofluoromethyl sulfoximines are transformed into the Hu electrophilic difluoromethylating reagent, and into a new chlorofluoromethylating reagent, respectively.
Chemistry of trichlorofluromethane: Synthesis of chlorofluromethyl phenyl sulfone and fluoromethyl phenyl sulfone and some of their reactions
Saikia,Tsuboi
, p. 643 - 647 (2007/10/03)
It was observed that the reaction of CFCl3 with thiophenoxide gave only 10% of the corresponding thioether. On the other hand, these thioethers could be prepared in excellent yield from diaryl disulfides and CFCl3 in the presence of sodium hydroxymethanesulfinate in aqueous DMF at 4 atm pressure of nitrogen. Dechlorination of the thioether (PhSCFCl2) with different reducing agents were studied. Most of the reducing agents eliminated both fluorine and chlorine functionalities or gave the hydrolyzed products. But its sulfone on treatment with Zinc in methanol gave monochlorofluoromethyl and fluoromethyl phenyl sulfone in good yields. Darzens reaction of these compounds was also studied.
α-Fluorination of Sulfoxides Bearing α-Hydrogens by Molecular Fluorine. A Novel Method for the Synthesis of α-Fluorosulfones
Chiba, Jun,Sugihara, Takumichi,Kaneko, Chikara
, p. 581 - 582 (2007/10/03)
Direct formation of α-fluorosulfones from sulfoxides bearing α-hydrogens merely by reacting molecular fluorine (5percent F2/N2) is reported and a possible mechanism for this novel α-fluorination reaction is proposed.