14629-77-7

Upstream product

• 661-54-1 3,3,3-trifluoroprop-1-yne 
• 98-86-2 acetophenone 
• 943610-08-0 1,1-dichloro-3,3,3-trifluoro-2-tosyloxypropene 
• 14856-86-1 (3,3,3-trifluoroprop-1-yn-1-yl)lithium 
• 1514-82-5 2-bromo-3,3,3-trifluoropropene 

Downstream Products

• 1211006-96-0 C₁₁H₈BrF₃ 
• 1225289-41-7 4,4,4-trifluoro-1-methyl-1-phenyl-2-butyn-1-yl 2-butyn-1-yl ether 
• 1225289-37-1 4,4,4-trifluoro-1-methyl-1-phenyl-2-butyn-1-yl-2-propyn-1-yl ether 
• 1261218-45-4 diethyl 1-trifluoromethyl-3-phenylbuta-1,2-dien-1-ylphosphonate 

Relevant academic research and scientific papers

Practical Synthesis of α-Trifluoromethylated Pyridines Based on Regioselective Cobalt-Catalyzed [2+2+2] Cycloaddition using Trifluoromethylated Diynes with Nitriles

Regioselective cobalt-catalyzed [2+2+2] cycloaddition using fluorine-containing diynes with nitriles was described. Cycloaddition of fluorinated diynes with nitriles under the influence of CoCl2(phen), zinc bromide, and zinc dust in dichloroethane at 80 °C for 3 h took place smoothly, exclusively affording the corresponding α-fluoroalkylated pyridines in excellent yields. In addition, dinitriles as substrate were also found to be suitable for this reaction, giving the corresponding fluoroalkylated bipyridine derivatives in excellent yields. (Figure presented.).

The preparation and cycloaddition reaction of 1-sulfonyl-1-trifluoromethyl allenes

A series of 1-sulfonyl-1-trifluoromethyl allenes were prepared for the first time from commercial available 2-bromo-3,3,3-trifluoropropene. Cycloaddition reaction of these trifluoromethylated allenes with nitrones occured readily under mild conditions, giving the corresponding trifluoromethylated isoxazolidines in high yields.

Novel generation of 3,3,3-trifluoropropynyllithium and transformation of the carbonyl adducts to trifluoromethyl-substituted allenes

A novel method for the generation of 3,3,3-trifluoropropynyllithium is reported, which involves treatment of trifluoromethyl-substituted enol tosylate, prepared from 1,1-dichloro-3,3,3-trifluoroacetone, with two equivalents of butyllithium. Palladium-cata

Preparation of CF3-containing 1,3-Di- and 1,1,3-trisubstituted allenes

Novel synthetic pathway to access trifluoromethylated allenes with 1,3-di- as well as 1,1,3-trisubstitution patterns was developed from a variety of 4,4,4-trifluorobut-2-yn-1-ols which were then transformed into the corresponding vinylic iodides in highly

2-Bromo-3,3,3-trifluoropropene: A facile trifluoromethylacetylene anion synthon

The introduction of trifluoromethylacetylene units into organic compounds has been further studied and extended. The direct reaction of two equivalents of Lithium Diisopropylamide with 2-bromo-3,3,3-trifluoropropene gave lithium trifluoromethylacetylide, the anion of which was trapped in greater than 90% overall yield with a variety of electrophiles.

Modified Preparation Method of Trifluoromethylated Propargylic Alcohols and Its Application to Chiral 2,6-Dideoxy-6,6,6-trifluorosugars

Convenient generation of 3,3,3-trifluoropropynyl anion was realized from 2-bromo-3,3,3-trifluoropropene, and the anion's reaction with various electrophiles proceeded in excellent isolated yields.One of the products, 1-(benzyloxy)-6,6,6-trifluoro-4-hexyn-3-ol (4b), was further employed for the diastereoselective construction of 2,6-dideoxy-6,6,6-trifluorosugars after enzymatic optical resolution and osmium dihydroxylation of the corresponding olefins.The strongly electron-withdrawing trifluoromethyl moiety, significantly affecting the nucleophilic nature of the neighbouring functionalities, allows to ready differentiation of hydroxy groups by routine chemical transfromation, which results in the shortening of the reaction sequence.

SYNTHESIS AND REACTIVITY OF HEXACARBONYLDICOLBAT COMPLEXES OF TRIFLUOROMETHYLACETYLENE DERIVATIVES

The lotsich complex formed from 3,3,3-tri-fluoropropyne in ether reacts with acetaldehyde, propionaldehyde, acetone, cyclopentanone, cyclohexanone, and acetophenone to form the corresponding secondary and tertiary trifluoromethylacetylenic alcohols.On reaction with ethylene oxide the secondary alcohol obtained with acetaldehyde is formed in addition to the expected primary alcohol.With octacarbonyldicolbalt the trifluoromethylacetylenic alcohols give the corresponding hexacarbonyldicolbat complexes in high yield.In turn these compounds react with boron trifluoride eth erate forming mixtures of products of intra- and intermolecular dehydration (complexes of trifluoromethylalkenynes, ethers, and ethyl esters) the proportions of which depend on the structure of the alcohol and the reaction conditions.The oxidation potentials of the complexes obtained were 0.5 V higher than for the unfluorinated analogs.The trifluoromethylalkenyne complexes react with ferric nitrate forming the corresponding nitrohydroxy derivatives by adding the elements of nitric acid to the double bond.These are readily dehydrated on silica gel; the hexacarbonyldicobalt fragment is retained.