64919-60-4

Upstream product

• 39513-75-2 6-methyl-4-chromanone 
• 108-86-1 bromobenzene 
• 6921-64-8 4'-hydroxy-2'-methylacetophenone 
• 100-52-7 benzaldehyde 
• 52923-28-1 (E)-1-(2-hydroxy-4-methylphenyl)-3-phenylprop-2-en-1-one 
• 88034-35-9 pentacarbonyl{1-(1-methoxy-3(E)-phenyl-2-propenylidene)}chromium⁽⁰⁾ 
• 35928-80-4 6-iodo-3-methyl-phenol 
• 64919-59-1 2'-hydroxy-4'-methylchalcone 
• 1101612-90-1 C₂₁H₂₂O₄ 
• 7645-95-6 2-hydroxy-4'-methyl-chalcone 

Downstream Products

• 50400-64-1 7-methylflavone 
• 75595-44-7 (2R,3S,4S)-3-Chloro-7-methyl-2-phenyl-chroman-4-ol 
• 75595-40-3 3,3-Dichloro-7-methyl-2-phenyl-chroman-4-one 

Relevant academic research and scientific papers

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.

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.

Palladium-Catalyzed [3+3] Annulation of Vinyl Chromium(0) Carbene Complexes through Carbene Migratory Insertion/Tsuji–Trost Reaction

Vinyl chromium(0) Fischer carbene complexes were employed as the source of π-allylic palladium species for catalytic [3+3] annulation under palladium catalysis. Mechanistically, this transformation is proposed to involve carbene migratory insertion and intramolecular Tsuji–Trost reaction as the key steps. Substituted six-membered heterocyclic flavonones and quinolines are obtained, depending on the nucleophilic functional group on the coupling partners.

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.

A new series of flavones, thioflavones, and flavanones as selective monoamine oxidase-B inhibitors

A new series of synthetic flavones, thioflavones, and flavanones has been synthesized and evaluated as potential inhibitors of monoamine oxidase isoforms (MAO-A and -B). The most active series is the flavanone one with higher selective inhibitory activity against MAO-B. Some of these flavanones (mainly the most effective) have been separated and tested as single enantiomers. In order to investigate the MAOs recognition of the most active and selective compounds, a molecular modeling study has been performed using available Protein Data Bank (PDB) structures as receptor models for docking experiments.

Asymmetric intramolecular oxa-Michael addition of activated α,β-unsaturated ketones catalyzed by a chiral N,N′-dioxide nickel(II) complex: Highly enantioselective synthesis of flavanones

(Chemical Equation Presented) The title reaction provides a promising approach for the synthesis of chiral flavanones with broad substrate scope and is tolerant to air and moisture. Good to excellent enantioselectivities and high yields were achieved for most substrates under mild conditions.