1033328-73-2

Upstream product

• 42059-56-3 7-methoxy-3-formylchromone 
• 2613-89-0 phenylmalonic acid 
• 57811-90-2 C₉H₉BF₂O₃ 
• 100-42-5 styrene 
• 73220-42-5 3-iodo-7-methoxy-chromen-4-one 
• 1100-88-5 benzyltriphenylphosphonium chloride 
• 103-82-2 phenylacetic acid 
• 1388223-86-6 C₁₅H₁₉NO₃ 
• 552-41-0 1-(2-hydroxy-4-methoxyphenyl)ethanone 
• 94719-81-0 ω-formyl-4'-methoxy-2'-hydroxyacetophenone 

Downstream Products

• 1174670-28-0 (E)-3⁽⁵⁾-(2-hydroxy-4-methoxyphenyl)-4-styrylpyrazole 

Relevant academic research and scientific papers

Synthesis and biological evaluation of 3-styrylchromone derivatives as selective monoamine oxidase B inhibitors

A series of 3-styrylchromone derivatives was synthesized and evaluated for monoamine oxidase (MAO) A and B inhibitory activities. Most of all derivatives inhibited MAO-B selectively, except compound 21. Compound 19, which had a methoxy group at R2 on the chromone ring and chlorine at R4 on phenyl ring, potently inhibited MAO-B, with an IC50 value of 2.2 nM. Compound 1 showed the highest MAO-B selectivity, with a selectivity index of >3700. Further analysis of these compounds indicated that compounds 1 and 19 were reversible and mixed-type MAO-B inhibitors, suggesting that their mode of action may be through tight-binding inhibition to MAO-B. Quantitative structure–activity relationship (QSAR) analyses of the 3-styrylchromone derivatives were conducted using their pIC50 values, through Molecular Operating Environment (MOE) and Dragon. There were 1796 descriptors of MAO-B inhibitory activity, which showed significant correlations (P 50 value index exhibited a determination coefficients (R2) of 0.972 and a Leave-One-Out cross-validated determination coefficients (Q2) of 0.914. These data suggest that the 3-styrylchromone derivatives assessed herein may be suitable for the design and development of novel MAO inhibitors.

Heck cross-coupling reactions in ionic liquid mediated pd nanocatalysts

We straightforwardly synthesized 18 different types of palladium nanoparticles by using a series of palladium metal precursors and ionic liquids. All the materials went for XRD, TEM, and ICP-OES analysis, before going to Heck cross-coupling reaction as a catalyst. We evaluated the catalytic performance of our developed IL#Pd MNP catalyst over Heck cross-coupling reaction between different terminal olefins with various 3-iodo-benzopyrones, including sterically hindered, electron-rich, electron neutral and electron-deficient systems. We obtained the Heck cross-coupling reaction product in good to average yield under phosphine free reaction condition with an added advantage of 6 times catalyst recycling.

Efficient Heck cross-coupling of 3-iodo-benzopyrones with olefins under microwave irradiation without phosphine

An efficient and effective microwave-assisted Heck cross-coupling of different terminal olefins with various 3-iodo-benzopyrones including sterically hindered, electron-rich, electron-neutral, and electron-deficient is developed. It proceeded faster and g

Syntheses of (E)- and (Z)-3-styrylchromones

Several (E)- and (Z)-3-styrylchromones were prepared by two different methodologies, the Wittig reaction of chromone-3-carboxaldehyde with benzylic ylides and the Knoevenagel condensation of chromone-3-carboxaldehyde with phenylacetic acids in the presence of potassium tert-butoxide under microwave irradiation. The Knoevenagel reaction followed by a decarboxylation offered an efficient and diastereoselective method for preparing (E)-3-styrylchromones in a shorter reaction time. It was also demonstrated that phenylacetic acid can also be substituted with success by phenylmalonic acid. The stereochemistry of all products was assigned by NMR experiments.

Microwave-induced synthesis and regio- and stereoselective epoxidation of 3-styrylchromones

The microwave-assisted solvent-free synthesis of (E)-3-styrylchromones from 3-formylchromones and phenylmalonic acid on sodium acetate support has been developed; the method affords the styryl derivatives in moderate to good yields and with complete diastereoselectivity. Protocols for the highly regioselective epoxidation of (E)- and (Z)-3-styrylchromones have been elaborated. Treatment of the alkenes with dimethyldioxirane led to the exclusive formation of 3-(3-aryloxiran-2-yl)chromones with complete diastereoselectivity, whereas treatment with hydrogen peroxide under alkaline conditions afforded the corresponding 2,3-epoxy-3-styrylchromanones as the only products. Epoxidation performed in the presence of chiral, nonracemic cinchona-alkaloid-based quaternary ammonium salts allowed the synthesis of enantiomerically enriched 2,3-epoxy-3-styrylchromanones, but with only moderate ee values. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.