155721-20-3

Basic information

• Product Name: 5-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)isoxazole
• Synonyms: 5-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)isoxazole
• CAS NO: 155721-20-3
• Molecular Weight: 269.257
• Mol File: 155721-20-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)isoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)isoxazole(155721-20-3)
• EPA Substance Registry System: 5-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)isoxazole(155721-20-3)

Safety Data

• Hazardous Substances Data: 155721-20-3(Hazardous Substances Data)

Upstream product

• 41046-68-8 4-iodobenzene-1,3-diol 
• 141993-06-8 3-(4-hydroxyphenyl)-5-tributylstannylisoxazole 

Downstream Products

• 2196-14-7 7,4'-Dihydroxyflavon 
• 61153-76-2 1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-1,3-propanedione 

Relevant articles and documents

Synthesis of Flavones via Application of the Nitrile Oxide and the Stille Reactions

Hydroxylated and methoxylated benzaldehyde oximes have been chlorinated, dehydrohalogenated and cycloadded to tributylstannylacetylene to give 3-aryl-5-tributylstannylisoxazoles in good to excellent yields.The palladium-catalyzed coupling reaction, the so-called Stille reaction, of hindered and electron-rich 2-iodophenols and a 2-iodo-1,4-benzoquinone with 3-aryl-5-tributylstannyl-isoxazoles gave 3-aryl-5-(2-hydroxyaryl)isoxazoles in moderate to excellent yields.The coupling reaction was studied under various conditions and with various Pd(II) and Pd(0) complexes.Reduction of the 3,5-diarylisoxazoles with H2/Raney-Ni, hydrolysis and acid-catalyzed cyclisation gave flavones.The synthesis of 2-iodo-3,5-dimethoxy-1,4-benzoquinone is described.