42457-29-4

Basic information

• Product Name: Isoxazole, 3-phenyl-5-(2-phenylethenyl)-, (E)-
• CAS NO: 42457-29-4
• Molecular Formula: C17H13NO
• Molecular Weight: 247.296
• Mol File: 42457-29-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Isoxazole, 3-phenyl-5-(2-phenylethenyl)-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Isoxazole, 3-phenyl-5-(2-phenylethenyl)-, (E)-(42457-29-4)
• EPA Substance Registry System: Isoxazole, 3-phenyl-5-(2-phenylethenyl)-, (E)-(42457-29-4)

Safety Data

• Hazardous Substances Data: 42457-29-4(Hazardous Substances Data)

Upstream product

• 102-92-1 Cinnamoyl chloride 
• 40814-66-2 (Z)-2-chloro-1-phenylethan-1-one oxime 
• 532-27-4 1-chloroacetophenone 
• 37845-36-6 (E)-1,5-diphenyl-1-penten-4-yn-3-one 
• 3356-92-1 5-bromo-3-phenylisoxazole 
• 100-42-5 styrene 
• 20493-60-1 5-bromo-3-methylisothiazole 
• 98089-24-8 3-phenyl-5-styryl-4,5-dihydro-isoxazol-4-ol 

Relevant articles and documents

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.

CROSS-COUPLING REACTIONS OF HALOISOXAZOLES WITH OLEFINS AND ACETYLENES

3,5-Dimethyl-4-iodoisoxazole (1a) reacted with phenylacetylene with catalysis by palladium (II) chloride-triphenylphosphine complex to give 3,5-dimethyl-4-phenylethynylisoxazole (2a).When 1a was treated with styrene under similar conditions, 3,5-dimethyl-