78659-22-0

Upstream product

• 371-67-5 2,2,2-trifluorodiazoethane 
• 2043-61-0 cyclohexanecarbaldehyde 
• 56077-28-2 Bromomethyl cyclohexyl ketone 
• 695-12-5 vinylcyclohexane 
• 2926-29-6 Langlois reagent 
• 887144-94-7 Togni's reagent II 
• 4361-27-7 cyclohexylpropiolic acid 
• 931-48-6 2-cyclohexylacetylene 
• 2719-27-9 cyclohexanylcarbonyl chloride 

Relevant academic research and scientific papers

Copper-mediated trifluoromethylation of propiolic acids: Facile synthesis of α-trifluoromethyl ketones

Copper-mediated decarboxylative trifluoromethylation provides a new protocol for the efficient preparation of α-trifluoromethyl ketones from propiolic acids. It was found that water is involved as a reactant in the reaction, which is significantly different from the previously reported decarboxylative fluoroalkylation reactions.

Direct synthesis of α-trifluoromethyl ketone from (hetero)arylacetylene: Design, intermediate trapping, and mechanistic investigations

Regioselective addition across the alkynes has been achieved in a silver-catalyzed protocol utilizing Langlois reagent (CF3SO2Na) and molecular O2 to access medicinally active α-trifluoromethyl ketone compounds. This metho

Oxidative trifluoromethylation of unactivated olefins: An efficient and practical synthesis of α-trifluoromethyl-substituted ketones

An economical approach to α-CF3-substituted ketones, which are important intermediates in synthetic and medicinal chemistry, employs olefins and the readily available Langlois reagent (CF3SO 2Na). The reaction is operationally simple, proceeds at room temperature, and exhibits an excellent tolerance toward a wide variety of functional groups. Copyright

Trifluoromethylation of α-haloketones

The C-X bond (X = Br, Cl) of α-haloketones is smoothly trifluoromethylated with the fluoroform-derived CuCF3 reagent recently developed in our laboratories. This is the first nucleophilic α-trifluoromethylation reaction of carbonyl compounds and a rare example of CF3-C(sp3) coupling. The transformation employs only low-cost chemicals and cleanly occurs in up to 99% yield at room temperature, thereby providing an unprecedentedly easy entry to valuable 2,2,2- trifluoroethylketones.

Synthesis of trifluoroethyl-substituted ketones from aldehydes and cyclohexanones

A trifluoromethylated symphony! A new transformation involving trifluoromethyl diazomethane generated in situ has been developed that allows direct access to trifluoroethyl ketone derivatives from aldehyde and cyclohexanone compounds (see scheme). Copyright

SYNTHESIS OF 3,3,3-TRIFLUOROPROPIONIC AND 4,4,4-TRIFLUORO-2-KETOBUTYRIC ACIDS

Trifluoroethyl cyclohexyl ketone (4) is prepared by acylation of difluoroethylene (2) with cyclohexanecarboxylic acid chloride (1), followed by Cl->F exchange with potassium fluoride in the presence of triethylbenzylammonium chloride.Bayer-Villinger oxidation of ketone (4) with trifluoroperacetic acid gives cyclohexyl trifluoropropionate (5). 3,3,3-trifluoropropionic acid (6) is obtained by treatment of (5) with trimethylsilyl iodide.Condensation of 2,2,2-trifluorodiazoethane (7) with ethyl glyoxylate (8) gives mainly ethyl 4,4,4-trifluoro-2-ketobutyric acid ester (9) which leads after hydrolysis to the corresponding acid (12).

LEWIS ACID CATALYZED ADDITION OF 2,2,2-TRIFLUORODIAZOETHANE TO UNACTIVATED ALDEHYDES

Condensations of 2,2,2-trifluorodiazoethane with pentanal, cyclohexancarboxaldehyde and benzaldehyde have been performed in presence of antimony pentachloride or boron trifluoride.These reactions lead mainly to homologated aldehydes or ketones α substitut