194222-97-4Relevant academic research and scientific papers
Synthesis of ArCF2X and [18F]Ar-CF3via Cleavage of the Trifluoromethylsulfonyl Group
Yang, Ren-Yin,Gao, Xinyan,Gong, Kehao,Wang, Juan,Zeng, Xiaojun,Wang, Mingwei,Han, Junbin,Xu, Bo
supporting information, p. 164 - 168 (2021/12/17)
A versatile synthesis of ArCF2X and [18F]Ar-CF3 type compounds from readily available ArCF2SO2CF3 has been developed. Diverse nucleophiles, including weak nucleophiles such as halides (18F-, Cl-, Br-, and I-), RSH, and ROH, could react with ArCF2SO2CF3 efficiently to give the corresponding difluoromethylene products. The control experiments and the Hammett plot indicated that the reaction might proceed through a difluorocarbocation intermediate generated from the steric hindrance-assisted cleavage of the trifluoromethylsulfonyl group.
Base promotedgem-difluoroolefination of alkyl triflones
Yang, Ren-Yin,Wang, Hui,Xu, Bo
supporting information, p. 4831 - 4834 (2021/05/25)
A new synthesis ofgem-difluoroalkenes from readily available alkyl triflones and difluorocarbene precursors such as TMSCF2Br has been reported. The reaction, regardless of electronic effect, givesgem-difluoroalkenes in good to excellent yields. The mechanism may involve deprotonation of triflones, nucleophilic addition, and the elimination of SO2CF3
Chemo-, regio- And stereoselective synthesis of monofluoroalkenes via a tandem fluorination-desulfonation sequence
Xu, Bo,Yang, Ren-Yin
supporting information, p. 7802 - 7805 (2021/08/13)
A widely applicable approach for the synthesis of Z-monofluoroalkenes from readily available alkyl triflones and NFSI has been reported. The reaction proceeded under mild conditions, affording mono-fluorinated alkenes in good to excellent yields with exce
Gas-phase acidities of α- and α,α-SO2CF 3-substituted toluenes. Varying Resonance demand in the electron-rich system
Zhang, Min,Badal, Md. Mizanur Rahman,Koppel, Ilmar A.,Mishima, Masaaki
, p. 813 - 820 (2013/08/15)
The gas-phase acidities (GA) of aryl(trifluoromethylsulfonyl)methanes (ArCH2SO2CF3; 1) and arylbis(trifluoromethylsulfonyl) methanes (ArCH(SO2CF 3)2; 2) were determined by measuring proton-
Inverse solvent effects in carbocation carbanion combination reactions: The unique behavior of trifluoromethylsulfonyl stabilized carbanions
Berger, Stefan T. A.,Ofial, Armin R.,Mayr, Herbert
, p. 9753 - 9761 (2008/03/11)
Second-order rate constants for the reactions of the trifluoromethylsulfonyl substituted benzyl anions 1a-e (CF3SO 2CH-C6H4-X) with the benzhydrylium ions 2f-j and structurally related quinone methides 2a-e have
Facile synthesis of aryl- and alkyl-bis(trifluoromethylsulfonyl)methanes
Hasegawa, Aiko,Ishikawa, Takuo,Ishihara, Kazuaki,Yamamoto, Hisashi
, p. 1401 - 1410 (2007/10/03)
Various arylbis(trifluoromethylsulfonyl)methanes (1) have been synthesized by reacting the corresponding benzylic halides with sodium trifluoromethanesulfinate and then with triflic anhydride. In addition, when the aryl group of 1 is a pentafluorophenyl group, the nucleophilic para-substitution of the aryl group with alkyllithiums and sodium alkoxides occurs. This reaction is useful for the design of new Bronsted acids.
A novel synthesis of deactivated benzylic triflones
Goumont, Regis,Faucher, Nicolas,Moutiers, Gilles,Tordeux, Marc,Wakselman, Claude
, p. 691 - 695 (2007/10/03)
A two-step synthesis of benzylic triflones, based on the reaction of 2.4.6-trisubstituted phenyl halides 3a-f with the anion of ethyl (trifluoromethanesulfonyl)acetate 1 followed by a decarboxylation reaction, is reported. The structural assignments are s
