433941-71-0

Upstream product

• 135654-55-6 2,2,2-trifluoroethyltriphenylphosphonium trifluoromethanesulfonate 
• 105-07-7 4-cyanobenzaldehyde 
• 1465812-78-5 1-phenyl-5-(2,2,2-trifluoroethylsulfonyl)-1H-tetrazole 
• 126747-14-6 4-cyanophenylboronic acid 
• 102687-65-0 trans-1-chloro-3,3,3-trifluoropropene 
• 371-67-5 2,2,2-trifluorodiazoethane 
• 16642-94-7 (E)-4-cyanocinnamic acid 
• 2926-29-6 Langlois reagent 
• 75-90-1 2,2,2-Trifluoroacetaldehyde 
• 17201-43-3 4-cyanobenzyl bromide 
• 3156-42-1 4-[(E)-2-nitroethenyl]benzonitrile 
• 887144-94-7 Togni's reagent II 
• 381-98-6 trifluoromethyacrylic acid 
• 623-00-7 4-bromobenzenecarbonitrile 

Downstream Products

• 659-21-2 (E)-1-fluoro-4-(3,3,3-trifluoroprop-1-en-1-yl)benzene 
• 950-03-8 4-(3,3,3-trifluoropropenyl)benzoic acid: 

Relevant academic research and scientific papers

Convenient synthesis of 3,3,3-trifluoropropenyl compounds from aromatic aldehydes by means of the TBAF-mediated horner reaction

A simple synthesis of 3,3,3-trifluoropropenyl compounds by means of the TBAF-mediated Horner reaction is described. The reagent, 2,2,2-trifluoroethyldiphenylphosphine oxide, was readily prepared either by Arbuzov reaction of ethyl diphenylphosphinite with 2,2,2-trifluoroethyl iodide or by treating chlorodiphenylphosphine with trifluoroacetic acid and water. Treatment of the phosphine oxide with aromatic aldehydes in the presence of TBAF at room temperature afforded the corresponding 3,3,3-trifluoropropenyl compounds in good yields. The present method is very convenient for preparing 3,3,3-trifluoropropenyl compounds from aromatic aldehydes in terms of availability of the reagent, operational simplicity, and good yields of the products.

Electrochemical Decarboxylative Trifluoromethylation of α, β-Unsaturated Carboxylic Acids with CF3SO2Na

A new method for the synthesis of vinyl trifluoromethyl compounds from α, β-unsaturated carboxylic acids and CF3SO2Na has been developed. This electrochemical decarboxylative trifluoro-methylation was found to be highly stereoselective and afforded products in good yields with wide substrate scope under metal-free and external chemical oxidant-free conditions.

Method for synthesizing olefin compound by photo-induced one-pot process

The invention discloses a method for synthesizing an olefin compound by a photo-induced one-pot process. The method comprises the following step of subjecting a halohydrocarbon and an aldehyde compound to a reaction under the condition of irradiation in an inert atmosphere by taking alkali metal carbonate as a base, taking an organic phosphine compound as an adjuvant and taking a photosensitizer as a catalyst, thereby obtaining the olefin compound. According to the method disclosed by the invention, the olefin compound is produced from the halohydrocarbon and the aldehyde compound in a high-yield manner under the condition of irradiation in the inert atmosphere under normal-temperature reaction conditions by taking acetonitrile, DMF (N,N-dimethylformamide) or DMA (N,N-dimethylacetamide) asa solvent, taking an organic phosphine reagent as a reaction adjuvant, taking the alkali metal carbonate as the base and taking the photosensitizer as the catalyst. Compared with the conventional olefin synthesis methods, the method disclosed by the invention has the obvious advantages that the reaction raw materials are readily available, the tolerance to a variety of functional groups on halohydrocarbons and aldehydes is high, the yield is high, the separation and purification of a product are simple and convenient, and the like.

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.

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.

MONOSUBSTITUTED(FLUOROALKYL)ETHYLENES AND METHOD OF PRODUCING THE SAME

PROBLEM TO BE SOLVED: To provide a method of efficiently producing monosubstituted(fluoroalkyl)ethylenes. SOLUTION: The method comprises reacting a 1-chloro-2-(fluoroalkyl)ethylene with an organoboron compound under coexistence of an alkylphosphine coordinated palladium catalyst, an alkali metal salt and water so as to obtain a monosubstituted(fluoroalkyl)ethylene represented by the general formula (5). (In the formula, R represents a naphthalene-1-yl group or the like, and Rf represents C1-4 fluoroalkyl group.) SELECTED DRAWING: None COPYRIGHT: (C)2017,JPO&INPIT

Sunlight-driven trifluoromethylation of olefinic substrates by photoredox catalysis: A green organic process

The principles and utility of photoredox catalysis in organic synthesis are described. After a brief description of the features of the two types of catalytic photoredox processes following the reductive quenching cycle (RQC) and the oxidative quenching cycle (OQC), the discussion is focused on organic transformations based on OQC, in particular the trifluoromethylation of olefinic substrates with electrophilic trifluoromethylating reagents furnishing solvolytic addition products and substitution products. It is concluded that catalytic photoredox systems are green from the point of view of harmfulness, safety, and energy source (visible light, including sunlight). Future prospects of photoredox catalysis will be also discussed.

Palladium catalyzed vinyltrifluoromethylation of aryl halides through decarboxylative cross-coupling with 2-(trifluoromethyl)acrylic acid

An efficient Pd-catalyzed stereoselective vinyltrifluoromethylation of aryl halides, through decarboxylative cross-coupling with 2-(trifluoromethyl)acrylic acid is described. The ready availability of the starting materials, the high level of functional group tolerance, and excellent E/Z selectivity make this protocol a safe and operationally convenient strategy for efficient synthesis of vinyltrifluoromethyl derivatives.

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.