13541-06-5

Upstream product

• 586-39-0 1-nitro-3-vinyl-benzene 
• 147531-11-1 trifluoromethanesulfonic acid diphenyl(trifluoromethyl)sulfonium salt 
• 99-61-6 3-nitro-benzaldehyde 
• 2926-29-6 Langlois reagent 
• 1608124-40-8 C₁₀H₉NO₄ 
• 121-89-1 3-Nitroacetophenone 
• 115955-48-1 3-(dimethylamino)-1-(3-nitrophenyl)-2-propen-1-one 
• 3034-94-4 3-nitrophenylacetylene 
• 645-00-1 m-iodonitrobenzene 
• 183322-33-0 1-nitro-3-[2-(trimethylsilyl)ethynyl]benzene 
• 111727-06-1 1-nitro-3-(3,3,3-trifluoroprop1-yn-1-yl)benzene 
• 709-21-7 3,3,3-trifluoro-1-phenylpropan-1-one 
• 887144-94-7 Togni's reagent II 
• 1610846-17-7 triethyl((1-(3-nitrophenyl)vinyl)oxy)silane 

Downstream Products

• 13541-08-7 3,3,3-trifluoro-1-(3-nitrophenyl)propan-1-ol 
• 13541-13-4 3-Amino-β,β,β-trifluor-propiophenon 
• 718-14-9 1-nitro-3-(3,3,3-trifluoroprop-1-en-1-yl)benzene 
• 13541-10-1 1-Nitro-3-(3,3,3-trifluoro-1-nitrooxy-propyl)-benzene 
• 13541-29-2 1-(3-bromophenyl)-3,3,3-trifluoropropan-1-ol 
• 13541-17-8 1-(3-Brom-phenyl)-2-trifluormethyl-ethylen 

Relevant academic research and scientific papers

Scissoring Enaminone C=C Double Bond by Free Radical Process for the Synthesis of α-Trifluoromethyl Ketones with CF3SO2Na

The C=C double bond cleavage on tertiary enaminones, enabling the formation of a new C-CF3 bond, has been realized as a practical method for the synthesis of α-trifluoromethyl ketones with only the promotion of TBHP and ambient heating. Control experiments support that the reactions proceed via a featured free radical process. The deuterium labeling experiment employing D2O indicates that water participated in the product formation by donating the hydrogen atom for the newly generated α-C-H bond in the product.

Regioselective Gold-Catalyzed Hydration of CF3- and SF5-alkynes

The regioselective gold-catalyzed hydration of CF3- and SF5-alkynes is described. The corresponding trifluoromethylated and pentasulfanylated ketones are obtained in up to 91% yield as single regioisomers showcasing the use of CF3 and SF5 as highly efficient directing groups in this reaction. Notably, this transformation represents the first use of CF3- and SF5-alkynes in gold catalysis.

Synthesis of α-trifluoromethyl ketones via the Cu-catalyzed trifluoromethylation of silyl enol ethers using an electrophilic trifluoromethylating agent

A method has been developed for the synthesis of α-trifluoromethyl ketones via the Cu-catalyzed trifluoromethylation of silyl enol ethers with an electrophilic trifluoromethylating agent, which produces a trifluoromethyl radical.

Highly efficient Cu(I)-catalyzed trifluoromethylation of aryl(heteroaryl) enol acetates with CF3 radicals derived from CF3SO 2Na and TBHP at room temperature

An efficient method for the Cu(I)-catalyzed synthesis of α-trifluoromethyl ketones via the addition of CF3 to aryl(heteroaryl) enol acetates by using the readily available CF 3SO2Na (Langlois reagent) has been developed. The reaction is experimentally simple and carried out at room temperature, providing good to excellent yields with wide functional group tolerance.

PhI(OAc)2-mediated radical trifluoromethylation of vinyl azides with Me3SiCF3

The fluorine-containing organic motif is becoming privileged in pharmaceuticals, agrochemicals, and functional materials, owing to its unique properties such as electron-withdrawing character, metabolic stability, and lipophilicity. Described herein is the PhI(OAc)2-mediated radical trifluoromethylation of vinyl azides with Me3SiCF3 to efficiently generate α-trifluoromethyl azines. The resulting α-trifluoromethyl azines were successfully transformed to valuable fluorine-containing molecules such as α-trifluoromethyl ketones, β-trifluoromethyl amines, 5-fluoropyrazoles, and trifluoroethyl isoquinolines. Trifluoromethylated diversity: The title reaction (see scheme) efficiently leads to α-trifluoromethyl azines, which were successfully transformed into valuable fluorine-containing molecules such as α-trifluoromethyl ketones, β-trifluoromethyl amines, 5-fluoropyrazoles, and trifluoroethyl isoquinolines. Copyright

Oxidative trifluoromethylation of unactivated olefins: An efficient and practical synthesis of α-trifluoromethyl-substituted ketones

An economical approach to α-CF3-substituted ketones, which are important intermediates in synthetic and medicinal chemistry, employs olefins and the readily available Langlois reagent (CF3SO 2Na). The reaction is operationally simple, proceeds at room temperature, and exhibits an excellent tolerance toward a wide variety of functional groups. Copyright

Generation of the CF3 radical from trifluoromethylsulfonium triflate and its trifluoromethylation of styrenes

The CF3 radical was generated from the reaction of S-(trifluoromethyl)diphenylsulfonium triflate with Na2S 2O4 or HOCH2SO2Na under suitable conditions without further reduction. Based on this, a method for the synthesis of α-trifluoromethylated ketones has been successfully developed.