721-68-6

Upstream product

• 121194-30-7 Methyl-[(E)-3,3,3-trifluoro-1-(4-nitro-phenyl)-propenyl]-diazene 
• 421-83-0 trifluoromethane sulfonyl chloride 
• 74812-79-6 1-(4-nitrophenyl)-1-trimethylsilyloxyethylene 
• 111269-45-5 3-(Dimethyl-hydrazono)-1,1,1-trifluoro-3-(4-nitro-phenyl)-propan-2-one 
• 100-13-0 4-nitrostyrene 
• 147531-11-1 trifluoromethanesulfonic acid diphenyl(trifluoromethyl)sulfonium salt 
• 555-16-8 4-nitrobenzaldehdye 
• 371-67-5 2,2,2-trifluorodiazoethane 
• 99-81-0 4-Nitrophenacyl bromide 
• 619-89-6 p-nitrocinnamic acid 
• 2926-29-6 Langlois reagent 
• 22391-01-1 1-(4-nitrophenyl)-1-(acetyloxy)ethylene 
• 77570-32-2 ethyl 3-amino-3-(4-nitrophenyl)-2-propenoate 
• 81290-20-2 (trifluoromethyl)trimethylsilane 

Downstream Products

• 7119-18-8 4-Dimethylamino-4'-<3,3,3-trifluor-propionyl>-azobenzol 

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.

A Concise and Efficient Approach to 2,6-Disubstituted 4-Fluoro pyrimidines from α-CF 3 Aryl Ketones

Herein, a concise and efficient protocol to synthesize a series of 2,6-disubstituted 4-fluoropyrimidines as universal and useful building blocks in medicinal chemistry is reported. From readily accessible α-CF 3 aryl ketones and different amidine hydrochlorides, this method provides a very practical approach to this kind of compounds under mild conditions with good to excellent yields.

Radical Desulfur-Fragmentation and Reconstruction of Enol Triflates: Facile Access to α-Trifluoromethyl Ketones

We report an efficient oxidative radical desulfur-fragmentation and reconstruction of enol triflates for the synthesis of α-CF3ketones. Preliminary mechanistic studies disclosed that oxidative fragmentation to release a CF3radical fr

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.

Fenton reagent-catalyzed trifluoromethylation of enamines of 3-oxocarboxylates with CF3I

The trifluoromethylation of enamines of ethyl 3-oxocarboxylates catalyzed by Fenton reagent with CF3I was investigated. Trifluoromethylation followed by acid hydrolysis provided 3-oxo-2-(trifluoromethyl)carboxylates in 64-94% yields, which were greater than those obtained by the trifluoromethylation of 3-oxocarboxylates as reported previously. Enamines trifluoromethylated at the 2-position were isolated as intermediates. Hydrolysis and successive decarboxylation of the obtained 3-oxo-2-(trifluoromethyl)carboxylates under acidic conditions provided (2,2,2-trifluoroethyl)ketones in satisfactory yields.

METHOD FOR PRODUCING (2,2,2-TRIFLUOROETHYL)KETONE

PROBLEM TO BE SOLVED: To provide a method for efficiently producing (2,2,2-trifluoroethyl)ketone that is an important compound as a pharmaceutical fluorine-containing building block. SOLUTION: The method produces (2,2,2-trifluoroethyl)ketone represented by formula (3) by reacting 3-oxo-2-(trifluoromethyl)propanoic acid ester represented by formula (1) under the presence of an acid. (R1 is an alkyl group of C1 to 4; R2 is a C1 to 8 alkyl group, etc. substituted/un-substituted with F.) SELECTED DRAWING: None COPYRIGHT: (C)2016,JPO&INPIT

Manganese-Catalyzed Aerobic Oxytrifluoromethylation of Styrene Derivatives Using CF3SO2Na as the Trifluoromethyl Source

A mild and practical protocol for manganese-catalyzed aerobic oxytrifluoromethylation of olefinic bonds of styrene derivatives using CF3SO2Na (Langlois reagent) as the CF3 source is described. A distinguishing feature of this method is the generation of trifluoromethyl radicals from CF3SO2Na using the simple manganese salt/O2 system. The reaction proceeds under ambient conditions, free of added peroxide initiators, and provides moderate to good selectivities for alcohol versus ketone product.

A practical method for metal-free radical trifluoromethylation of styrenes with NaSO2CF3

A mild and practical protocol for the metal-free trifluoromethylation of styrenes using NaSO2CF3 (Langlois reagent) and TBHP was developed. The approach provides efficient access to α-trifluoromethylated ketones and alcohols in moderate to good yields. Georg Thieme Verlag Stuttgart New York.

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