154669-95-1

Upstream product

• 51760-82-8 CF₃(Ph)CHC(O)Cl 
• 71-43-2 benzene 
• 887144-94-7 Togni's reagent II 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 588-59-0 stilbene 
• 4098-15-1 (1-azido-2-iodoethane-1,2-diyl)dibenzene 
• 61795-22-0 (1-azidoethene-1,2-diyl)dibenzene 
• 2926-29-6 Langlois reagent 
• 451-40-1 phenyl benzyl ketone 
• 34544-89-3 (E,Z)-α-Acetoxystilbene 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 421-83-0 trifluoromethane sulfonyl chloride 

Downstream Products

• 179032-00-9 (E)-3,3,3-trifluoro-1-[4-(2-hydroxyethoxy)phenyl]-1,2-diphenylpropene 
• 77599-17-8 (E)-3,3,3-trifluoro-1-{4-[2-(2-hydroxyethylamino)ethoxy]phenyl}-1,2-diphenylpropene 
• 179031-96-0 (E)-3,3,3-trifluoro-1-[4-(2-chloroethoxy)phenyl]-1,2-diphenylpropene 
• 36029-60-4 (E)-3,3,3-trifluoro-1-(4-methoxyphenyl)-1,2-diphenylpropene 
• 34288-92-1 (Z)-1-(4-methoxyphenyl)-1,2-diphenyl-3,3,3-trifluoropropene 

Relevant academic research and scientific papers

Photoredox-catalysed redox-neutral trifluoromethylation of vinyl azides for the synthesis of α-trifluoromethylated ketones

A redox-neutral, mild, and simple protocol is developed for the synthesis of α-trifluoromethylated ketones from vinyl azides under transition-metal-free conditions. In the presence of organic photoredox catalyst N-methyl-9-mesityl acridinium and sodium trifluoromethanesulfinate, a broad range of substituted vinyl azides were found to react smoothly upon visible-light irradiation, readily furnishing the corresponding products in satisfied yields.

Oxidative trifluoromethylation and fluoroolefination of unactivated olefins

Fluorine-containing organic compounds are gaining increasing importance in medicinal chemistry. Described herein is a mild and efficient method for the radical addition of olefins with TMSCF3 and TMSCF2R (R = COOEt or CF3) to deliver various α-trifluoromethylated ketones and α-fluoroolefinated ketones.

Combining photoredox-catalyzed trifluoromethylation and oxidation with dmso: Facile synthesis of α-trifluoromethylated ketones from aromatic alkenes

Trifluoromethylated ketones are useful building blocks for organic compounds with a trifluoromethyl group. A new and facile synthesis of ketones with a trifluoromethyl substituent in the α-position proceeds through a one-pot photoredox-catalyzed trifluoromethylation-oxidation sequence of aromatic alkenes. Dimethyl sulfoxide (DMSO) serves as a key and mild oxidant under these photocatalytic conditions. Furthermore, an iridium photocatalyst, fac[Ir(ppy)3] (ppy=2-phenylpyridine), turned out to be crucial for the present photoredox process. Valuable α-CF3-substituted ketones can be synthesized from aromatic alkenes by combining photoredox-catalyzed trifluoromethylation and oxidation with DMSO. The iridium photocatalyst fac-[Ir(ppy)3] (ppy=2-phenylpyridine) plays key roles in this keto-trifluoromethylation. SET=single electron transfer.

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.

Sulfonation and trifluoromethylation of enol acetates with sulfonyl chlorides using visible-light photoredox catalysis

A mild, practical method to prepare α-sulfonyl and α-trifluoromethyl ketones from readily available enol acetates and sulfonyl chlorides has been developed using visible-light photoredox catalysis. The method could be used with a wide range of enol acetates and sulfonyl chlorides, and gave the desired products in satisfactory to excellent yields. A practical method to prepare α-sulfonyl and α-trifluoromethyl ketones from enol acetates and sulfonyl chlorides using visible-light photoredox catalysis is presented. 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

New practical synthesis of panomifene. The effect of 2-trifluoromethyl substituent on the stereoselectivity of dehydration of 1,1,2-triarylethanols

Highly stereoselective eliminations were achieved by acid-catalysed dehydration of 1-(4-alkoxy)-3,3,3-trifluoro-1,2-diphenylpropan-1-ols (10, 11, 15). The influence of the trifluoromethyl group on the stereochemistry of the elimination has been discussed. The observed high stereoselectivity has been applied to give a new, practical synthesis of antiestrogenic drug panomifene (1).