81022-98-2

Basic information

• Product Name: 3-methyl-5-phenyl-4-phenylethynylisoxazole
• Synonyms: 3-methyl-5-phenyl-4-phenylethynylisoxazole
• CAS NO: 81022-98-2
• Molecular Weight: 259.307
• Mol File: 81022-98-2.mol

Chemical Properties

• CAS DataBase Reference: 3-methyl-5-phenyl-4-phenylethynylisoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyl-5-phenyl-4-phenylethynylisoxazole(81022-98-2)
• EPA Substance Registry System: 3-methyl-5-phenyl-4-phenylethynylisoxazole(81022-98-2)

Safety Data

• Hazardous Substances Data: 81022-98-2(Hazardous Substances Data)

Upstream product

• 1817-57-8 4-phenyl-3-butyne-2-one 
• 28164-29-6 4-phenylbut-3-yn-2-one oxime 
• 536-74-3 phenylacetylene 
• 650600-16-1 (Z)-4-phenylbut-3-yn-2-one O-methyl oxime 
• 16114-53-7 4-iodo-3-methyl-5-phenylisoxazole 

Downstream Products

• 81022-94-8 3-methyl-4-phenethyl-5-phenylisoxazole 
• 81022-91-5 3-methyl-5-phenyl-4-cis-styrylisoxazole 
• 81022-83-5 benzyl 3-methyl-5-phenyl-4-isoxazolyl ketone 
• 13219-98-2 3-methyl-5-phenyl-4-isoxazolylmethyl phenyl ketone 

Relevant articles and documents

Synthesis of 3,4,5-trisubstituted isoxazoles through gold-catalyzed cascade cyclization-oxidative alkynylation and cyclization-fluorination of 2-alkynone O-methyloximes

Gold-catalyzed tandem cyclization-oxidative alkynylation and cyclization-fluorination reactions of 2-alkynone O-methyloximes are described. The reactions proceed smoothly at room temperature in the presence of 10 mol % of (PPh3)AuNTf2, 2.5 equivalents of selectfluor, and 2 equivalents of K3PO4. 2-Alkynone O-methyloximes undergo intramolecular oxyauration/cyclization and ensuing oxidative cross-coupling and fluorination process to afford the corresponding 3,4,5-trisubstituted isoxazoles in a cascade manner.

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-