63483-33-0

Upstream product

• 52923-31-6 (E)-1-(4-chloro-2-hydroxyphenyl)-3-phenylprop-2-en-1-one 
• 108-86-1 bromobenzene 
• 37674-72-9 6-chloro-chroman-4-one 
• 1148-03-4 4'-Chlor-2'-hydroxy-chalcon 

Downstream Products

• 1148-48-7 7-chloro-2-phenyl-4H-1-benzopyran-4-one 

Relevant academic research and scientific papers

Divergent synthesis of flavones and flavanones from 2′-hydroxydihydrochalconesviapalladium(ii)-catalyzed oxidative cyclization

Divergent and versatile synthetic routes to flavones and flavanonesviaefficient Pd(ii) catalysis are disclosed. These Pd(ii) catalyses expediently provide a variety of flavones and flavanones from 2′-hydroxydihydrochalcones as common intermediates, depending on oxidants and additives,viadiscriminate oxidative cyclization sequences involving dehydrogenation, respectively, in a highly atom-economic manner.

Convenient synthesis of flavanone derivatives via oxa-Michael addition using catalytic amount of aqueous cesium fluoride

A total of 36 flavanones, which included polycyclic aromatic and heterocyclic rings, were readily synthesized via oxa-Michael addition from the corresponding hydroxychalcones with a catalytic amount of aqueous cesium fluoride solution under mild conditions. This method could be applied to the scalable synthesis of eriodictyol as a known potent inhibitor of the SARS-CoV-2 spike protein.

Halogenated flavanones as potential apoptosis-inducing agents: Synthesis and biological activity evaluation

A series of halogenated flavanones were synthesized from 2-hydroxychalcones and tested for their cytotoxicity against a panel of human cancer cell lines. Among the synthesized compounds, 3′,7-dichloroflavanone (2d) showed the highest activity against MCF-7, LNCaP, PC3, Hep-G2, KB and SK-N-MC cells. However, 3′,6-dichloroflavanone (2g) with IC50 value of 2.9 ± 0.9 μM was the most potent compound against MDA-MB-231 cells, being approximately 12 times more active than etoposide as reference drug. According to the flow-cytometric analysis, compound 2g can induce apoptosis by 66.19 and 21.37% in PC3 and MDA-MB-231 cells, respectively. The results of acridine orange/ethidium bromide staining and TUNEL assay suggested that the cytotoxic activity of this compound in PC3 and MDA-MB-231 cells occurs via apoptosis.

Highly selective palladium-catalyzed direct c-h α-monoarylation of carbonyl compounds using water containing the surfactant polyoxyethylene- α-tocopheryl sebacate (PTS) as a solvent

Highly selective direct C-H α-monoarylation reactions of 4-chromanones, ketones and 2-phenylacetaldehyde with aryl halides have been performed in satisfactory yields by using a tris(dibenzylideneacetone) dipalladium(0)/tri-tert-butylphosphine tetrafluoroborate catalyst system, potassium bicarbonate as the base and a solvent consisting of pure water containing a small amount of polyoxyethylene-α-tocopheryl sebacate (PTS). Analogous reaction conditions have been employed in a tandem process leading to phenyl-substituted isocoumarins from carbonyl compounds and methyl 2-bromobenzoate.

PHOTOOXYGENATION REACTIONS OF 4-FLAVANOLS AND BENZYLIC-TYPE ALCOHOLS.

On irradiation in benzene under oxygen atmosphere cis- and trans-4-flavanols gave flavanones with significant structural effects on the yield: A high cis/trans selectivity and enhancement effect by electron-donating substituents. A series of benzylic-type alcohols showed similar substituent effects. The structure-reactivity relationships were explained in terms of the stereoelectronic requirements for favorable overlapping of intermediates. In order to infer the active oxidant species, the photoreactions were compared with the oxidations by singlet oxygen and superoxide ion. The involvement of superoxide ion or its related species such as electron transfer complex R** plus **. . . . O//2** minus **. was suggested. The effects of additives and solvents were also investigated.