75840-25-4

Upstream product

• 326-06-7 1-Phenyl-4,4,4-trifluorobutane-1,3-dione 
• 144864-93-7 1-phenyl-4,4,4-trifluorobutane-1,3-dione 
• 62847-45-4 5-phenyl-3-(trifluoromethyl)isoxazole 
• 98-86-2 acetophenone 
• 106578-75-0 1-phenyl-3-(N-methylamino)-4,4,4-trifluoro-2-buten-1-one 

Downstream Products

• 77855-08-4 2,3-dihydro-5-phenyl-7-trifluoromethyl-1H-1,4-diazepine 
• 2923-18-4 sodium 2,2,2-trifluoroacetate 
• 98-86-2 acetophenone 
• 326-06-7 1-Phenyl-4,4,4-trifluorobutane-1,3-dione 
• 85231-88-5 3-trifluoromethyl-4-benzoyl-1,2,5-thiadiazole 
• 88793-42-4 2,2,2-trifluoro-N-[2-({2-[(trifluoroacetyl)amino]ethyl}amino)ethyl]acetamide 
• 106578-75-0 1-phenyl-3-(N-methylamino)-4,4,4-trifluoro-2-buten-1-one 
• 404-24-0 2,2,2-trifluoro-N-phenylacetamide 
• 106578-69-2 1-phenyl-1-(N-phenylamino)-4,4,4-trifluoro-1-buten-3-one 
• 108959-54-2 1-phenyl-4,4,4-trifluoro-3-mercapto-2-buten-1-one 
• 91508-80-4 1-phenyl-4,4,4-trifluoro-3-amino-2-butene-1-thione 
• 72721-36-9 1,1,2,2,3,3,4,4-octafluoro-7-aminooct-6-en-5-one 
• 106578-65-8 (Z)-4-Amino-1,1,1-trifluoro-4-phenyl-but-3-en-2-one 
• 144864-93-7 1-phenyl-4,4,4-trifluorobutane-1,3-dione 

Relevant academic research and scientific papers

Copper-Catalyzed Reductive Ring-Cleavage of Isoxazoles: Synthesis of Fluoroalkylated Enaminones and Application for the Preparation of Celecoxib, Deracoxib, and Mavacoxib

We have identified a new reactivity of copper/diamine catalysis for the reductive ring-cleavage of isoxazoles to yield fluoroalkylated enaminones. This protocol has the advantage of using commercially available reagents, ease of setting up, broad tolerance of functionality, and is regiospecific and free of defluorination and reduction of reducible functional groups. The utility was demonstrated by a one-step, regioselective synthesis of fluoroalkylated pyrazole-based drugs such as celecoxib, deracoxib, and mavacoxib.

Fluoroalkyl-containing lithium 1,3-diketonates in reactions with amines and ammonium salts

Reactions of fluoroalkyl-containing lithium 1,3-diketonates with amines or ammonium salts in glacial acetic acid or methanol at 20°C provide an efficient synthetic route to fluoroalkyl-containing β-aminovinyl ketones. Depending on the conditions, reaction

Reactions of tetrasulfur tetranitride antimony pentachloride complex (S4N4 SbCl5) with primary β-enaminones and β-enamino esters: Synthesis of 4-substituted 3-aroyl-and 3-ethoxycarbonyl-1,2,5-thiadiazoles

The reaction of tetrasulfur tetranitride antimony pentachloride complex (S4N4·SbCl5) with 3-amino-3-alkyl-1-aryl-2-propenones and 3-amino-1,3- diaryl-2-propenones in toluene at 100°C produced 4-substitued 3-aroyl-1,2,5- th

New Fluorinated Synthons: Lithium Salts Derived from Fluorinated β-Diketones

Lithium salts of fluorinated β-diketones are proposed as new fluorine-containing synthons for preparation of fluoro-substituted pyrazoles, 5-hydroxy-4,5-dihydroisoxazoles, 2-aminopyrimidines, and 1,5-benzo- and 1,5-naphthodiazepines. Reactions of these salts with bromine, thiourea, and 4-amino-1,2,4-triazole result in formation of, respectively, m-bromo derivatives (in the case of phenyl-containing β-diketones), mercaptopyrimidines, and triazolopyridazines, which are unavailable through reactions of the parent β-diketones with the same reagents.

Reactions of Fluorinated β-Diketones with Ammonium Acetate and Ammonium Bicarbonate

An effective procedure for synthesizing fluorinated β-aminovinyl ketones has been developed on the basis of reaction of fluorinated β-diketones with ammonium acetate or ammonium bicarbonate.

Interaction of fluoroalkyl-containing β-diketones with amines

The composition of products of the interaction of asymmetric fluoroalkyl-containing β-diketones with amines was studied. Mixtures of regioisomeric β-aminovinylketones and products of cleavage and secondary condensation are formed, depending on the temperature, the solvent, the nature of the fluorinated and nonfluorinated substituents in the β-diketone, and the basicity of the amine. The major product is a β-aminovinylketone in which the NH2 group is removed from the fluoroalkyl substituent. No β-aminovinylimines, products of condensation involving two electrophilic centers, were observed.