75143-76-9

Basic information

• Product Name: 5-(3-chlorostyryl)-3-methyl-4-nitroisoxazole
• Synonyms: 5-(3-chlorostyryl)-3-methyl-4-nitroisoxazole
• CAS NO: 75143-76-9
• Molecular Weight: 264.668
• Mol File: 75143-76-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 5-(3-chlorostyryl)-3-methyl-4-nitroisoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(3-chlorostyryl)-3-methyl-4-nitroisoxazole(75143-76-9)
• EPA Substance Registry System: 5-(3-chlorostyryl)-3-methyl-4-nitroisoxazole(75143-76-9)

Safety Data

• Hazardous Substances Data: 75143-76-9(Hazardous Substances Data)

Upstream product

• 1123-49-5 3,5-dimethyl-4-nitroisoxazole 
• 587-04-2 m-Chlorobenzaldehyde 
• 300-87-8 3,5-dimethyl-1,2-oxazole 
• 123-54-6 acetylacetone 

Downstream Products

• 1866-38-2 m-Chlorocinnamic acid 
• 1205553-72-5 (S)-5-(2-(3-chlorophenyl)-3-nitropropyl)-3-methyl-4-nitroisoxazole 
• 1459161-40-0 tert-butyl (2S)-2-((1R)-1-(3-chlorophenyl)-2-(3-methyl-4-nitroisoxazol-5-yl)ethyl)-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate 

Relevant articles and documents

Phosphine-Catalyzed [3 + 2] Annulation of Morita-Baylis-Hillman Carbonates with Isoxazole-Based Alkenes

A phosphine-catalyzed [3 + 2] annulation of Morita-Baylis-Hillman (MBH) carbonates with 3-methyl-4-nitro-5-styrylisoxazoles has been developed to afford various multifunctional isoxazoles in moderate to good yields with moderate to excellent diastereoselectivities. With a spirocyclic chiral phosphine as the catalyst, up to 89% ee was obtained.

Trifluoromethylation of aromatic isoxazoles: Regio- and diastereoselective route to 5-trifluoromethyl-2-isoxazolines

It all adds up: The activation of aromatic isoxazoles with a nitro group at the 4-position has enabled the first regio- and diastereoselective trifluoromethylation at the 5-position of isoxazoles by nucleophilic addition using Me3SiCF3 (see scheme; DMF=N,N′- dimethylformamide). The process was demonstrated with a broad range of 3,5-aromatic, heteroaromatic and aliphatic substrates.