32684-58-5

Upstream product

• 32684-57-4 6-hydroxy-3-phenyl-4H-chromen-4-one 
• 74-88-4 methyl iodide 
• 80427-38-9 1-(2-hydroxy-5-methoxyphenyl)-2-phenylethan-1-one 
• 103-70-8 Formanilid 
• 960-16-7 tributylphenylstannane 
• 103-82-2 phenylacetic acid 
• 150-76-5 4-methoxy-phenol 
• 68-12-2 N,N-dimethyl-formamide 
• 490-78-8 2,5-Dihydroxyacetophenone 
• 310411-89-3 3-iodo-6-methoxy-4H-1-benzopyran-4-one 
• 98-80-6 phenylboronic acid 
• 1258792-38-9 3-(2-bromo-5-methoxyphenyl)-3-oxo-2-phenylpropanal 
• 1183507-20-1 1-(2-bromo-5-methoxyphenyl)-2-phenylethanone 
• 603-33-8 triphenylbismuthane 

Downstream Products

• 32684-57-4 6-hydroxy-3-phenyl-4H-chromen-4-one 

Relevant academic research and scientific papers

Stille coupling for the synthesis of isoflavones by a reusable palladium catalyst in water

Isoflavones were synthesized from the reaction of 3-bromochromone derivatives and aryltributylstannanes via Stille coupling catalyzed by a water-soluble and reusable PdCl2(NH3)2/2,2′-cationic bipyridyl system in aqueous solution. For prototype 3-bromochromone, the coupling reaction was performed at 80°C for 24 hr with 2.5 mol% catalyst in water in the presence of tetrabutylammonium fluoride. After the reaction, the aqueous solution could be reused for several runs, indicating that its activity was only slightly decreased. For substituted 3-bromochromones, the addition of NaHCO3 and a higher reaction temperature (120°C) were required to gain satisfactory outcomes. In addition, naturally occurring products, such as daidzein, could be obtained by this protocol via a one-pot reaction.

Development of 3-alkyl-6-methoxy-7-hydroxy-chromones (AMHCs) from natural isoflavones, a new class of fluorescent scaffolds for biological imaging

Starting from 7-hydroxyisoflavones, we developed a new class of fluorescent scaffolds, 3-alkyl-6-methoxy-7-hydroxy-chromones (AMHCs, MW ～ 205.19, λab ～ 350 nm, λem ～ 450 nm) via a trial and error process. AMHCs have the advantages of being a small molecular moiety, having strong fluorescence in basic buffers, reasonable solubility and stability, non-toxicity, and are conveniently linked to pharmacophores. AMHCs were successfully used in fluorescence microscopy imaging of cells and tissues. This journal is

Development of a general approach to the synthesis of a library of isoflavonoid derivatives

Isoflavonoids are a class of organic compounds that act primarily as antioxidants. They are produced almost exclusively by various members of the bean family including soybeans, tofu, peanuts, chick peas, and alfalfa. The antioxidant characteristics that isoflavonoids exhibit help hinder the progression of certain cancers, primarily breast, prostate, and colon cancer. We have developed a three-five step synthesis for obtaining a suite of isoflavonoid derivatives. The synthesis involves an enamine formation, a ring closure and halogenation, a Suzuki coupling, and finally a global deprotection to obtain the respective isoflavonoid derivatives.

A novel synthesis of isoflavones via copper(I)-catalyzed intramolecular cyclization reaction

Isoflavone derivatives were synthesized via intramolecular cyclization of 3-(2-bromophenyl)-3-oxopropanal derivatives, using CuI as the catalyst, 2-picolinic acid (=pyridine-2-carboxylic acid) as the ligand, K 2CO3 as the base, and DMF as the solvent, in up to 96% yield. The synthesis is functional group-tolerant. Copyright

Pd-Catalyzed efficient cross-couplings of 3-iodochromones with triarylbismuths as substoichiometric multicoupling organometallic nucleophiles

An efficient cross-coupling of 3-iodochromones with triarylbismuths under catalytic palladium conditions is reported. Triarylbismuths were employed as substoichiometric multicoupling nucleophiles for the synthesis of a variety of substituted isoflavones.

Ligand Coupling Route to Isoflavanones and Isoflavones

Phenylation of 3-phenylsulfonylchroman-4-ones using Ph3BiCO3 leading to the synthesis of isoflavanones and isoflavones is reported.

Novel Synthesis of Isoflavones by the Palladium-Catalyzed Cross-Coupling Reaction of 3-Bromochromones with Arylboronic Acids or Its Esters

The synthesis of isoflavone derivatives by means of palladium-catalyzed cross-coupling reaction between 3-bromochromones and arylboronic acids or its butyl esters is described.