85694-32-2

Upstream product

• 326-06-7 1-Phenyl-4,4,4-trifluorobutane-1,3-dione 
• 149846-93-5 1-phenyl-4,4,4-trifluorobut-2-yn-1-ol 
• 20913-05-7 (Benzoylmethylene)triphenylphosphorane 
• 754-12-1 2,3,3,3-tetrafluoro-propene 
• 98-88-4 benzoyl chloride 
• 4111-54-0 lithium diisopropyl amide 
• 100-52-7 benzaldehyde 
• 460-73-1 1,1,1,3,3-Pentafluoropropane 

Downstream Products

• 104322-89-6 (Z)-4,4,4-Trifluoro-2-phenoxy-1-phenyl-but-2-en-1-one 
• 104322-92-1 (E)-4,4,4-Trifluoro-3-phenoxy-1-phenyl-but-2-en-1-one 
• 104322-94-3 (E)-4,4,4-Trifluoro-3-phenoxy-1-phenyl-but-2-en-1-one 
• 26974-09-4 2-amino-4-phenyl-6-(trifluoromethyl)pyrimidine 
• 104322-88-5 (Z)-4,4,4-Trifluoro-1-phenyl-2-phenylsulfanyl-but-2-en-1-one 
• 104322-91-0 (E)-4,4,4-Trifluoro-1-phenyl-3-phenylsulfanyl-but-2-en-1-one 
• 105153-67-1 (E)-4,4,4-Trifluoro-1-phenyl-3-phenylsulfanyl-but-2-en-1-one 
• 104322-90-9 (E)-4,4,4-Trifluoro-1-phenyl-2-phenylsulfanyl-but-2-en-1-one 

Relevant academic research and scientific papers

Facile preparation and conversion of 4,4,4-trifluorobut-2-yn-1-ones to aromatic and heteroaromatic compounds

The concise preparation of 4,4,4-trifluorobut-2-yn-1-ones by the oxidation of the readily accessible corresponding propargylic alcohols as well as their utilization as Michael acceptors for the construction of aromatic and heteroaromatic compounds are rep

HFO-1234yf as a CF3-Building Block: Synthesis and Chemistry of CF3-Ynones

Reaction of low cost, readily available 4th generation refrigerant gas 2,3,3,3-tetrafluoropropene (HFO-1234yf) with lithium diisopropylamide (LDA) leads to formation of lithium 3,3,3-trifluoropropynide, addition of which to a range of aldehydes formed CF3-alkynyl alcohol derivatives on multigram scale, which were oxidised using Dess–Martin periodinane (DMP) to give substituted CF3-ynones with minimal purification required. Michael-type additions of alcohol and amine nucleophiles to CF3-ynones are rapid and selective, affording a range of CF3-enone ethers and enaminones in excellent yields with high stereoselectivity for the Z-isomer. By analogous reactions with difunctional nucleophiles, a wide range of CF3-substituted pharmaceutically relevant heterocyclic structures can be accessed, exemplified in the simple synthesis of the anti-arthritis drug celecoxib from HFO-1234yf in just three steps.

Hydrofluorocarbon 245fa: A versatile new synthon in alkyne chemistry

The CFC replacement 1,1,1,3,3-pentafluoropropane (HFC 245fa) has been established as a convenient source of trifluoropropynyllithium under mild conditions; a range of novel and known trifluoropropynyl-containing systems has been prepared in a one-pot procedure.

FLUORINATED ACETYLENES. PART 7. PREPARATION AND SOME REACTIONS OF 4,4,4-TRIFLUOROBUT-2-YNOIC ACID AND 1-PHENYL-4,4,4-TRIFLUOROBUT-2-YN-1-OL

Treatment of the salt CF3C CLi with alkyl chloroformates affords the compounds CF3C CCO2R (R=Et and CH2Ph) in relatively low yield and with gaseous carbon dioxide yields the acid CF3C CCO2H.Reaction of the acid with diazomethane gives the methyl ester which, with an excess of the reagent, undergoes regiospecific 1,3-dipolar cycloaddition to produce 3-carbomethoxy-4-trifluoromethylpyrazole and hence the 3- and 5-carbomethoxy-1-methyl-4-trifluoromethylpyrazoles.Oxidation of the alcohol CF3C CCH(OH)Ph (active MnO2) affords a 70:23 mixture of 3-benzoyl-2,4-bis(trifluoromethyl)-2-hydroxy-6-phenyl-α-pyran and E-1,3-dibenzoyl-2-trifluoromethylpropene (via the ketone CF3C CCOPh).