536975-50-5Relevant academic research and scientific papers
Direct Electrophilic (Benzenesulfonyl)Difluoromethylthiolation with a Shelf-Stable Reagent
Ismalaj, Ermal,Le Bars, Didier,Billard, Thierry
, p. 4790 - 4793 (2016)
The (benzenesulfonyl)difluoromethylsulfanyl (PhSO2CF2S) group is a valuable substituent with specific properties which can provide access to new applications of fluoroalkylthiolated compounds. Direct introduction of this moiety can be performed by in an electrophilic manner by using a new shelf-stable reagent, namely a (benzenesulfonyl)difluoromethanesulfenamide. Furthermore, mild magnesium-mediated reduction of the PhSO2CF2S group leads to a facile synthesis of difluoromethylthiolated molecules and their deuterated analogs. Chameleon-like reactivity: (Benzenesulfonyl)difluoromethanesulfenamide was developed as a new, shelf-stable reagent for the introduction of the PhSO2CF2S group into organic molecules (see scheme). The versatility of the PhSO2 moiety also provides an entry into reductive deuterations.
Nucleophilic (Phenylsulfonyl/arylthio)difluoromethylation of Aldehydes with TMSCF2Br: A Three-Component Strategy
Xie, Qiqiang,Zhu, Ziyue,Ni, Chuanfa,Hu, Jinbo
, p. 9138 - 9141 (2019/11/14)
An efficient method for nucleophilic (phenylsulfonyl/arylthio)difluoromethylation of aldehydes with TMSCF2Br was developed. The reaction proceeds through in situ generation of difluorocarbene, which is captured by PhSO2Na or ArSNa to
An easier and quicker access to (benzenesulfonyl)difluoromethanesulfenamide reagent
Ismalaj, Ermal,Billard, Thierry
, p. 215 - 217 (2017/10/05)
(Benzenesulfonyl)difluoromethanesulfenamide (PhSO2-BB12H) is an interesting reagent to lead to various fluoroalkylselenotated molecules. This compound is obtained from [(benzenesulfonyl)difluoromethyl]trimethylsilane. Herein, a new process in two steps, w
Reactions of sulfur- and phosphorus-substituted fluoroalkylating silicon reagents with imines and enamines under acidic conditions
Kosobokov, Mikhail D.,Dilman, Alexander D.,Struchkova, Marina I.,Belyakov, Pavel A.,Hu, Jinbo
supporting information; experimental part, p. 2080 - 2086 (2012/04/23)
Nucleophilic fluoroalkylation reactions of imines and enamines with α-phenylthio, α-phenylsulfonyl, and α-diethylphosphoryl substituted fluorinated silanes have been investigated. The reactions are promoted by hydrofluoric acid generated in situ from pota
Copper-mediated fluoroalkylation reactions with [(phenylsulfonyl)- difluoromethyl]trimethylsilane: Synthesis of PhSO2CF 2-containing allenes and alkynes
Zhu, Jieming,Wang, Fei,Huang, Weizhou,Zhao, Yanchuan,Ye, Wenchao,Hu, Jinbo
supporting information; experimental part, p. 899 - 902 (2011/06/19)
Copper-mediated (phenylsulfonyl)difluoromethylation of propargyl chlorides and alkynyl halides with PhSO2CF2TMS reagent was successfully achieved to give PhSO2CF2-containing allenes and alkynes, respectively. It is believed that the in situ formed PhSO 2CF2Cu species is involved in the present (phenylsulfonyl)difluoromethylation reactions. Georg Thieme Verlag Stuttgart · New York.
Syntheses of mono-, di-, and trifluorinated styrenic monomers
Walkowiak, Justyna,Del Campo, Teresa Martinez,Ameduri, Bruno,Gouverneur, Veronique
scheme or table, p. 1883 - 1890 (2010/08/20)
Concise syntheses of gram quantities of three fluorinated -methylstyrenic monomers suitable for polymerisation studies are disclosed, all based on the use of reasonably priced commercially available starting materials and reagents. Georg Thieme Verlag Stuttgart New York.
Stereoselective synthesis of α-difluoromethyl-β-amino alcohols via nucleophilic difluoromethylation with Me3SiCF2SO2Ph
Liu, Jun,Ni, Chuanfa,Wang, Fang,Hu, Jinbo
, p. 1605 - 1608 (2008/09/18)
A facile synthesis of anti-α-(difluoromethyl)-β-amino alcohols was accomplished by using a nucleophilic difluoromethylation strategy with Me3SiCF2SO2Ph reagent. Good to excellent chemical yields as well as modest to good d
Nucleophilic difluoromethylation of carbonyl compounds using TMSCF 2SO2Ph and Mg0-mediated desulfonylation
Ni, Chuanfa,Hu, Jinbo
, p. 8273 - 8277 (2007/10/03)
A new nucleophilic difluoromethylation chemistry using fluoride-induced (phenylsulfonyl)difluoromethylation with TMSCF2SO2Ph followed by the magnesium-metal-mediated desulfonylation has been achieved. This methodology is compatible w
Preparation of tri- and difluoromethylsilanes via an unusual magnesium metal-mediated reductive tri- and difluoromethylation of chlorosilanes using tri- and difluoromethyl sulfides, sulfoxides, and sulfones
Prakash, G.K. Surya,Hu, Jinbo,Olah, George A.
, p. 4457 - 4463 (2007/10/03)
A new and efficient method for the preparation of tri- and difluoromethylsilanes using magnesium metal-mediated reductive tri- and difluoromethylation of chlorosilanes is reported using tri- and difluoromethyl sulfides, sulfoxides, and sulfones. The byproduct of the process is diphenyl disulfide. Since phenyl trifluoromethyl sulfone, sulfoxide, and sulfide are readily prepared from trifluoromethane (CF3H) and diphenyl disulfide, the method can be considered to be catalytic in diphenyl disulfide for the preparation of (trifluoromethyl)trimethylsilane (TMS-CF3) from non-ozone-depleting trifluoromethane.
