37613-34-6

Basic information

• Product Name: Isoxazole, 3-(4-fluorophenyl)-5-phenyl-
• Synonyms: Isoxazole, 3-(4-fluorophenyl)-5-phenyl-
• CAS NO: 37613-34-6
• Molecular Formula: C₁₅H₁₀FNO
• Molecular Weight: 239.2444032
• Mol File: 37613-34-6.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Isoxazole, 3-(4-fluorophenyl)-5-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Isoxazole, 3-(4-fluorophenyl)-5-phenyl-(37613-34-6)
• EPA Substance Registry System: Isoxazole, 3-(4-fluorophenyl)-5-phenyl-(37613-34-6)

Safety Data

• Hazardous Substances Data: 37613-34-6(Hazardous Substances Data)

Upstream product

• 39833-45-9 3-(4-fluorophenyl)-1-phenylprop-2-yn-1-one 
• 456-04-2 2-Chloro-4'-fluoroacetophenone 
• 98-88-4 benzoyl chloride 
• 82677-84-7 1-(4-fluorophenyl)-3-phenylprop-2-yn-1-one 
• 403-43-0 4-fluorobenzoyl chloride 
• 536-74-3 phenylacetylene 
• 459-57-4 4-fluorobenzaldehyde 
• 459-23-4 4-fluorobenzaldoxime 
• 399-10-0 4'-fluorochalcone 

Downstream Products

• 80223-02-5 3-(4-Fluoro-phenyl)-2-methyl-5-phenyl-isoxazol-2-ium; iodide 

Relevant articles and documents

TEMPO-Mediated Selective Synthesis of Isoxazolines, 5-Hydroxy-2-isoxazolines, and Isoxazoles via Aliphatic δ-C(sp3)-H Bond Oxidation of Oximes

Selective synthesis of three different bioactive heterocycles; isoxazolines, 5-hydroxy-2-isoxazolines and isoxazoles from the same starting material using TEMPO (2,2,6,6-Tetramethylpiperidin-1-oxyl) as a radical initiator is reported. Selectivity was achi

Unusual Reactivity of 4-Vinyl Isoxazoles in the Copper-Mediated Synthesis of Pyridines, Employing DMSO as a One-Carbon Surrogate

An efficient protocol for the synthesis of nicotinate derivatives and tetrasubstituted pyridines through a copper-mediated cleavage of isoxazoles has been developed. The highlight of the work is the observation of an unusual reactivity of 4-vinyl isoxazoles under the reaction conditions. DMSO serves as a one-carbon surrogate generating an active methylene group during the reaction to form two C-C bonds. This protocol provides a facile and an expeditious approach for the assembly of densely substituted N-heterocyclic compounds.

An Intramolecular Wittig Approach toward Heteroarenes: Synthesis of Pyrazoles, Isoxazoles, and Chromenone-oximes

α-Halohydrazones/ketoximes are transformed into trisubstituted pyrazoles/disubstituted isoxazoles by treatment with phosphine, acyl chloride, and a base. Mechanistic investigations revealed the in situ formation of azo/nitroso olefin intermediates which underwent a tandem phospha-Michael/N- or O-acylation/intramolecular Wittig reaction to afford the heteroarenes in moderate to good yields. Further, proper functionalization of α-haloketoximes and a change of conditions allowed the chemoselective synthesis of chromenone-oximes as well as rearranged isoxazoles, thereby realizing a diversity-oriented synthesis.