61153-76-2

Usage

Uses

Used in Pharmaceutical Industry:
Licodione is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a key component in the development of new drugs with potential therapeutic applications.
Used in Chemical Synthesis:
Licodione serves as a valuable building block in the synthesis of complex organic molecules. Its beta-diketone structure makes it a versatile starting material for the creation of a wide range of chemical products.
Used in Research and Development:
Due to its unique chemical properties, licodione is used in research and development for studying various chemical reactions and mechanisms. It can help scientists understand the behavior of similar compounds and contribute to the advancement of chemical knowledge.

InChI:InChI=1/C15H12O5/c16-10-3-1-9(2-4-10)13(18)8-15(20)12-6-5-11(17)7-14(12)19/h1-7,16-17,19H,8H2

Upstream product

• 120-47-8 Ethyl 4-hydroxybenzoate 
• 1486-50-6 4-(benzyloxy)benzoic acid chloride 
• 141993-06-8 3-(4-hydroxyphenyl)-5-tributylstannylisoxazole 
• 41046-68-8 4-iodobenzene-1,3-diol 
• 1486-51-7 p-(benzyloxy)benzoic acid 
• 76690-68-1 1-(2-hydroxy-4-benzyloxyphenyl)-3-(4-benzyloxyphenyl)-1,3-propanedione 
• 155721-20-3 5-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)isoxazole 

Downstream Products

• 75808-78-5 2'-O-methyl-licodione 

Relevant academic research and scientific papers

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.

Flavonoids from the cultured cells of Glycyrrhiza echinata

Constituents of the cultured cells of Glycyrrhiza echinata have been investigated. Echinatin (4,4′-dihydroxy-2-methoxychalcone), a biosynthetically unique retrochalcone, and licodione (1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-1,3-propanedione), a dibezoylmethane derivative, which is the possible precursor of echinatin, were obtained. The structures were determined by spectroscopic methods and syntheses. 1H NMR of licodione revealed new features in chemical shifts of protons of diketonic and keto-enolic forms. 7,4′-Dihydroxyflavone, two of its prenyl derivatives and formononetin were also isolated. A discussion on retrochalcone biosynthesis is presented.