79182-01-7

Upstream product

• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 536-74-3 phenylacetylene 
• 66046-34-2 4-(trifluoromethyl)benzaldehyde oxime 
• 74467-05-3 N-hydroxy-4-(trifluoromethyl)benzenecarboximidoyl chloride 
• 742699-28-1 3-phenyl-1-[4-(trifluoromethyl)phenyl]prop-2-yn-1-one 
• 477330-46-4 3-phenyl-1-(4-(trifluoromethyl)phenyl)prop-2-yn-1-ol 

Downstream Products

• 80223-06-9 2-Methyl-5-phenyl-3-(4-trifluoromethyl-phenyl)-isoxazol-2-ium; iodide 

Relevant academic research and scientific papers

Rhodium-Catalyzed Cascade Annulative Coupling of 3,5-Diarylisoxazoles with Alkynes

A rhodium-catalyzed cascade annulative coupling of 3,5-diarylisoxazoles with three equivalents of an alkyne proceeds smoothly in the presence of a Cu(II) oxidant, where the sequential construction of isoquinoline and naphtho[1,8- bc ]pyran frameworks connected by a biaryl linkage is achieved by a single operation. Most of the obtained polycyclic compounds exhibit visible fluorescence in both the solution and the solid state. The hexaphenylated isoquinoline-naphthopyran conjugate (R = Ph) as a representative product shows a green emission which can be turned off by making an isoquinolinium salt with an acid. The emission is also reversibly turned on by treatment with a base.

A Copper-Catalyzed Synthesis of Pyrroles through Photochemically Generated Acylazirines

A synthesis of highly substituted 2,4-diacylpyrroles through a Cu-catalyzed dimerization of acylazirines generated in situ by a photochemical valence isomerization is described. The shown methodology allows the use of simple precursors and a readily avail

Asymmetric Hydrogenation of Isoxazolium Triflates with a Chiral Iridium Catalyst

The iridium catalyst [IrCl(cod)]2–phosphine–I2(cod=1,5-cyclooctadiene) selectively reduced isoxazolium triflates to isoxazolines or isoxazolidines in the presence of H2. The iridium-catalyzed hydrogenation proceeded in high-to-good enantioselectivity when an optically active phosphine–oxazoline ligand was used. The 3-substituted 5-arylisoxazolium salts were transformed into 4-isoxazolines with up to 95:5 enantiomeric ratio (e.r.). Chiral cis-isoxazolidines were obtained in up to 89:11 e.r., with no formation of their trans isomers, when the substrates had a primary alkyl substituent at the 5-position. The mechanistic studies indicate that the hydridoiridium(III) species prefers to deliver its hydride to the C5 atom of the isoxazole ring. The hydride attack leads to the formation of the chiral isoxazolidine via a 3-isoxazoline intermediate. Meanwhile, in the selective formation of 4-isoxazolines, hydride attack at the C5 atom may be obstructed by steric hindrance from the 5-aryl substituent.

Direct synthesis of 4-fluoroisoxazoles through gold-catalyzed cascade cyclization-fluorination of 2-alkynone O-methyl oximes

A tandem protocol for the synthesis of fluorinated isoxazoles has been developed via catalytic intramolecular cyclizations of 2-alkynone O-methyl oximes and ensuing fluorination. The reactions proceed smoothly at room temperature in the presence of 5 mol