1606148-76-8

Upstream product

• 22955-77-7 methyl 1-indanone-2-carboxylate 
• 1606148-69-9 2-(phenylsulfonyldifluoromethyl)thioaniline 
• 108-98-5 thiophenol 
• 1606148-68-8 2-(phenylsulfonyldifluoromethyl)thioaniline 
• 1606148-67-7 2-(phenylsulfonyldifluoromethyl)thioaniline 
• 1606148-74-6 2-phenyl-1-benzenesulfonyldifluoromethylbenzo[b]thiophenium triflate 
• 1606148-72-4 2-cyclopropyl-1-benzenesulfonyldifluoromethylbenzo[b]thiophenium triflate 
• 1535-65-5 difluoromethyl phenyl sulfone 
• 1535-67-7 difluoromethyl phenyl sulfide 

Relevant academic research and scientific papers

C-H Electrophilic (phenylsulfonyl)difluoromethylation of (hetero)arenes with a newly designed reagent

The synthesis of an original electrophilic difluoromethylating reagent was successfully achieved upon a straightforward protocol (3 steps). Like a Swiss army knife, this bench-stable reagent allowed the functionalization of various classes of compounds under mild and transition metal-free conditions. Hence, an efficient and operationally simple tool for the construction of C(sp2)-, C(sp3)- and S-CF2SO2Ph bonds was provided, expanding the chemical space of PhSO2CF2-containing molecules. Late-stage functionalization of bioactive molecules and the synthesis of PhSO2CF2- and HCF2-analogs of Lidocaine were also successfully achieved.

S-((Phenylsulfonyl)difluoromethyl)thiophenium salts: Carbon-selective electrophilic difluoromethylation of β-ketoesters, β-diketones, and dicyanoalkylidenes

S-((Phenylsulfonyl)difluoromethyl)thiophenium salts were designed and prepared by a triflic acid catalyzed intramolecular cyclization of ortho-ethynyl aryldifluoromethyl sulfanes. The thiophenium salts were found to be efficient as electrophilic difluoromehtylating reagents for introduction of a CF 2H group to sp3-hybridized carbon nucleophiles such as of β-ketoesters and dicyanoalkylidenes. The (phenylsulfonyl)difluoromethyl group can be readily transformed into CF2H under mild reaction conditions. Enantioselective electrophilic difluoromethylation was also achieved in the presence of bis(cinchona) alkaloids. S and F join forces: The title salts were designed and prepared by a triflic acid catalyzed intramolecular cyclization of ortho-ethynyl aryldifluoromethyl sulfanes. The salts 1 were efficient as electrophilic difluoromethylating reagents for introducing a CF2H group to sp3-hybridized carbon nucleophiles. Enantioselective electrophilic difluoromethylation was also investigated. DBU=1,8-diazabicyclo[5.4.0]undec-7-ene, Tf=trifluoromethanesulfonyl. Copyright