82340-49-6

Upstream product

• 533-58-4 2-Iodophenol 
• 141993-06-8 3-(4-hydroxyphenyl)-5-tributylstannylisoxazole 
• 4143-63-9 4'-hydroxyflavone 
• 34000-31-2 2',4-dihydroxychalcone 

Downstream Products

• 4143-63-9 4'-hydroxyflavone 
• 84314-36-3 1-(4-hydroxy-phenyl)-3-(2-hydroxy-phenyl)-propane-1,3-dione 
• 82340-50-9 3-(4-acetoxyphenyl)-5-(2-acetoxyphenyl)-isoxazole 

Relevant academic research and scientific papers

Estrogen receptor modulators

Isoxazole estrogen receptor agonist and antagonist compounds having unexpected and surprising activity in modulating estrogen receptor activity are described. In addition, methods and compositions for treating or preventing estrogen receptor-mediated disorders are disclosed. The compounds, methods, and compositions of the invention have utility in preventing or treating estrogen receptor-mediated disorders such as osteoporosis, breast and endometrial cancers, atherosclerosis, and Alzheimer's disease.

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.

REACTION OF HYDROXYLAMINE WITH 4'-SUBSTITUTED FLAVONE DERIVATIVES

Reactions of hydroxylamine with 4'-substituted flavones have been investigated.Formation of oxime flavone and isoxazole for R = -OCH3, -CH3, -Cl and only isoxazole for R = -OH has been stated, whereas for R = -NO2 formation of an intermediate product of opening γ-pyrone ring and both isomeric isoxazoles has been observed.