78622-57-8

Upstream product

• 636-98-6 p-nitrobenzene iodide 
• 677-21-4 1,1,1-trifluoropropylene 
• 555-16-8 4-nitrobenzaldehdye 
• 135654-55-6 2,2,2-trifluoroethyltriphenylphosphonium trifluoromethanesulfonate 
• 75-90-1 2,2,2-Trifluoroacetaldehyde 
• 2767-70-6 (p-nitrobenzyl)triphenylphosphonium bromide 
• 6226-25-1 2,2,2-trifluoroethyl trifluoromethanesulphonate 
• 1465812-78-5 1-phenyl-5-(2,2,2-trifluoroethylsulfonyl)-1H-tetrazole 
• 1465812-79-6 2-[(2,2,2-trifluoroethyl)sulfonyl]benzo[d]thiazole 
• 887144-94-7 Togni's reagent II 
• 619-89-6 p-nitrocinnamic acid 
• 887144-97-0 Togni's reagent 
• 100-13-0 4-nitrostyrene 
• 151-67-7 1,1,1-trifluoro-2-bromo-2-chloroethane 

Downstream Products

• 81206-77-1 3-methoxy-4-(4-nitrophenyl)-5-(trifluoromethyl)-1-(trimethylsiloxy)cyclohex-1-ene 
• 81206-75-9 Trimethyl-[(4S,5S)-5-(4-nitro-phenyl)-4-trifluoromethyl-cyclohex-1-enylmethyl]-silane 
• 81206-74-8 Trimethyl-[(4S,5S)-4-(4-nitro-phenyl)-5-trifluoromethyl-cyclohex-1-enylmethyl]-silane 
• 81206-79-3 (4S,5S)-4-(4-Nitro-phenyl)-5-trifluoromethyl-cyclohex-2-enone 
• 81206-81-7 (3S,4S,5S)-3-Methoxy-4-(4-nitro-phenyl)-5-trifluoromethyl-cyclohexanone 
• 81206-81-7 (3R,4S,5S)-3-Methoxy-4-(4-nitro-phenyl)-5-trifluoromethyl-cyclohexanone 
• 1236410-18-6 4-(3,3,3-trifluoropropyl)aniline 
• 1236764-22-9 4-(3,3,3-trifluoropropyl)aniline hydrochloride 

Relevant academic research and scientific papers

Reaction of substituted phenols and alcohols with (E)-1-chloro-3,3,3-trifluoropropene (HFCO-1233zd)

Simple and convenient one-pot procedures for the preparation of ArOCH=CHCF3, ROCH=CHCF3 and CF3CH=CHOArOCH = CHCF3 starting from the industrial product HFCO-1233zd (CF3CH=CHCl) are presented. These syntheses involve the reaction of 1233zd with phenols and alcohols in the presence of potassium hydroxide in DMF or pyridine solvent at elevated temperatures.

Electrochemical Synthesis Strategy for Cvinyl-CF3 Compounds through Decarboxylative Trifluoromethylation

An efficient decarboxylative trifluoromethylation of α,β-unsaturated carboxylic acids using the Langlois reagent as a trifluoromethyl precursor has been achieved by an electro-oxidative strategy. Under catalyst-free and external oxidant-free electrolysis

Iron(III) Porphyrin Catalyzed Olefination of Aldehydes with 2,2,2-Trifluorodiazoethane (CF3CHN2)

An efficient method for the iron(III) porphyrin catalyzed olefination of various aldehydes with 2,2,2-trifluorodiazoethane under neutral conditions is described. This transformation was shown to have a broad substrate scope and provide the corresponding CF3-substituted alkenes in good yields. The number of equivalents of PPh3 that is used in this reaction is crucial to the success of the olefination process. This reaction is a useful supplement to the synthetic applications of CF3CHN2.

Phosphine-Relayed Aldehyde-Olefination and Aza-Wittig Reaction with 2,2,2-Trifluorodiazoethane

Phosphine-relayed olefination and aza-Wittig reactions of readily available aldehydes with 2,2,2-trifluorodiazoethane (CF3CHN2) have been realized. This protocol enables the facile construction of a series of trifluoromethylated alkenes and hydrazones in good to high yield under mild conditions.

Metal-free radical trifluoromethylation of β-nitroalkenes through visible-light photoredox catalysis

A catalytic method for functional group interconversion is immensely important in modern sciences. Here, we report an efficient catalytic conversion of nitroalkenes to highly stereoselective 1-trifluoromethylalkenes at room temperature. This unprecedented metal-free photocatalytic strategy is simple and operates under visible-light irradiation using the commercially available CF3 source.

Silver(I)-catalyzed denitrative trifluoromethylation of β-nitrostyrenes with CF3SO2Na

A novel and convenient approach to the synthesis of substituted β-trifluoromethyl styrenes via a silver(I)-catalyzed denitrative trifluoromethylation with CF3SO2Na under relatively mild conditions has been developed. This protocol delivered excellent stereoselectivity and showed wide substrate tolerance.

Facile synthesis of (E)-β-(trifluoromethyl)styrenes from halothane (HCFC-123B1)

A practical and convenient synthesis of (E)-β-(trifluoromethyl)styrenes has been achieved by the reaction of commercially available halothane (HCFC-123B1) and hydrazones prepared in advance in situ, in the presence of 1,2-ethylenediamine and a catalytic amount of CuCl2·2H2O at room temperature. The products showed acceptable to high yields and high to excellent stereoselectivity. This handy synthetic method provided easy access to a variety of (E)-β-(trifluoromethyl)styrenes.

Facile synthesis of 1-trifluoromethylalkenes via the decarboxylation of α-trifluoromethyl-β-lactones

DCC-mediated cyclodehydration of α-trifluoromethyl-β-hydroxy acids provides α-trifluoromethylated β-lactone intermediates, without loss of stereoselectivity. These lactones undergo facile decarboxylation providing a simple route to obtain both alkyl and aryl trifluoromethylated alkenes in excellent yields and stereoselectivity.

Decarboxylative and Denitrative Trifluoromethylation for the Synthesis of Cvinyl-CF3 Compounds with Togni (II) Reagent

A highly efficient dimethylformamide (DMF)-promoted decarboxylative trifluoromethylation of α,β-unsaturated carboxylic acids with Togni (II) reagent under metal-free conditions has been developed. The reactions showed good yields, high stereoselectivities and excellent functional group tolerance. Mechanistic studies confirmed that free-radical processes were involved in this system since the CF3 radical had been clearly trapped by scavengers. This method has been extended to the denitrative trifluoromethylation of β-nitrostyrenes in the presence of an iron(III) catalyst.

Room temperature decarboxylative trifluoromethylation of α,β-unsaturated carboxylic acids by photoredox catalysis

A visible-light-induced decarboxylative trifluoromethylation of α,β-unsaturated carboxylic acids, which uses the Togni reagent as the CF3 source is disclosed. The corresponding trifluoromethylated alkenes were obtained in moderate to high yields with excellent functional group tolerance at ambient temperature. Preliminary mechanistic analyses suggest a radical-type mechanism. The Royal Society of Chemistry 2014.