208998-53-2

Upstream product

• 874-60-2 4-methyl-benzoyl chloride 
• 137109-37-6 1-(2-hydroxy-4-methoxyphenyl)-3-(p-tolyl)prop-2-en-1-one 
• 104-87-0 4-methyl-benzaldehyde 
• 552-41-0 1-(2-hydroxy-4-methoxyphenyl)ethanone 
• 766-97-2 4-n-methylphenylacetylene 
• 60512-56-3 1-(2,2-dibromovinyl)-4-methylbenzene 
• 2227-58-9 3-(4-methylphenyl)prop-2-ynoic acid 
• 95062-66-1 (2-Hydroxy-5-methoxy-phenyl)-oxo-acetic acid 
• 705-15-7 1-(2-hydroxy-5-methoxyphenyl)ethan-1-one 
• 949580-89-6 4-methylbenzoic acid 2-acetyl-4-methoxyphenyl ester 
• 208998-54-3 1-(2-hydroxy-5-methoxyphenyl)-3-p-tolylpropane-1,3-dione 

Downstream Products

• 949580-83-0 2-(4-bromomethylphenyl)-7-methoxychromen-4-one 

Relevant academic research and scientific papers

Novel and Efficient Access to Flavones under Mild Conditions: Aqueous HI-Mediated Cascade Cyclization/Oxidative Radical Reaction of 2-Propynolphenols

Herein we disclose a metal-free and efficient method for the direct conversion of 2-propynolphenols to biologically important flavones using aqueous HI as the promoter. This transformation was proved via 4-iodo-2H-chromenes intermediate, which was simultaneously conversed to corresponding flavones by a Csp2?I bond cleavage and a C–O bond formation under air.

A 2 - aryl flavone preparation method

The invention discloses a 2 - aryl flavone preparation method, including: in the silver catalyst and under the action of the oxidizing agent, ortho-hydroxy aryl formyl formic acid and aryl alkynoic ring reaction in a solvent, after the reaction is finished after treatment to obtain the 2 - aryl flavone. The method of this invention easily obtained and cheap agents, mild reaction conditions, reaction functional group compatibility is good, cheap catalyst, the catalytic system is simple.

Silver-catalyzed Double Decarboxylative Radical Alkynylation/Annulation of Arylpropiolic Acids with α-keto Acids: Access to Ynones and Flavones under Mild Conditions

Ynones are privileged building blocks in various organic syntheses of heterocyclic derivatives due to their multifunctional nature, and flavones are an important class of natural products with a wide range of biological activities. We describe the catalytic double decarboxylative alkynylation of arylpropiolic acids with α-keto acids. With Ag(I)/persulfate as the catalysis system, the valuable ynones bearing various substituents could be easily obtained. The introduction of hydroxyl substituent on ortho-site of α-keto acids make this strategy further applicable to the construction of flavone derivatives via heteroannulation in moderate to good yields with a similar silver-catalyzed system. The reactions proceed under relatively mild reaction conditions and tolerate a wide variety of functional groups. Control experiments indicated that both the reactions undergo radical processes. (Figure presented.).

Pd catalyzed couplings of “superactive esters” and terminal alkynes: Application to flavones and γ-benzopyranones construction

Lewis base, N-methylmorpholine (NMM) accelerated Pd-catalyzed Sonogashira coupling of steric hindered super active esters, 1a–1e, and terminal alkynes. This approach provided an efficient synthetic protocol for a broad array of acylated o-alkynoylphenols compounds, 3a–3e, under moderate conditions. The mechanistic study clearly demonstrated that NNM stabilized the catalytic palladium species, and accelerated the leaving of triazine moiety during the catalytic cycle of the cross-coupling reactions. In addition, piperazine was found to efficiently catalyze the 6-endo cyclization of acylated o-alkynoylphenols, which achieved the diversity oriented synthesis of γ-benzopyranones, 4aa–4eg, with 93–99% yields.

Certain 4-iminoflavones derivatives: Synthesis, docking studies, antiasthmatic and antimicrobial agents

In this present study, certain substituted 4-iminoflavone derivatives 5(a-j) were synthesized. All the synthesized compounds were evaluated for antiasthmatic and antimicrobial activity. Among the synthesized compounds, 5f was found to be the most promising against asthmatic models, whilst, 5h was found active against all the microbial strains. Antiasthmatic activity was correlated and evaluated with various models, e.g., citric acid induced cough model, OVA induced asthma model (biochemical estimation for cell infiltrations, estimation of lipid peroxidation and glutathione and estimation of TNF-α and IL-6 and histamine induced response). Compound 5f was found to show 2.20 ± 0.047 number of cough whilst codeine showed 1.40 ± 0.548; compound 5f produced considerable reduction in neutrophils, lymphocytes, eosinophils and leukocytes; decrease in LPO level (lung and BALF) and increment in GSH level (lungand BALF); and decreased the level of TNF-α and IL-6, respectively. On the other hand, 5h showed MIC 6.25 μg/mL against B. subtilis and S. aureus, 3.1 μg/mL against E. coli, 1.55 μg/mL against S. typhi and 6.25 μg/mL against C. albicans, respectively. In addition to gain better understanding on the biological activities of synthesized compounds, molecular docking study was performed within the binding site of human histamine H1 receptor and Glc-6-P synthase revealing compound 5f and 5h as best fit within the respective receptor pockets.

Extensive SAR and computational studies of 3-{4-[(benzylmethylamino)methyl] phenyl}-6,7-dimethoxy-2H-2-chromenone (AP2238) derivatives

AP2238 was the first compound published to bind both anionic sites of the human acetylcholinesterase, allowing the simultaneous inhibition of the catalytic and the amyloid-β pro-aggregating activities of AChE. Here we attempted to derive a comprehensive structure-activity relationship picture for this molecule, affording 28 derivatives for which AChE and BChE inhibitory activities were evaluated. Selected compounds were also tested for their ability to prevent the AChE-induced Aβ-aggregation. Moreover, docking simulations and molecular orbital calculations were performed.

An environmentally benign synthesis of flavones from 1,3-diketones using silica gel supported NaHSO4 catalyst

A simple and enviromentaly benign method for synthesis of flavones is described via dehydrative cyclisation of o-hydroxydibenzoylmethane using silica gel supported NaHSO4 catalyst.

Solventless regeneration of ketones from thioketones using clay supported nitrate salts and microwave irradiation

Thioketones are readily converted into the corresponding ketones under solvent-free conditions using clayfen or clayan in a process that is accelerated by microwave irradiation.

An Expeditious Synthesis of Flavones on Montmorillonite K 10 Clay with Microwaves

A manipulatively simple and rapid method for the synthesis of flavones is described via a solid-state dehydrative cyclizatton of o-hydroxydibenzoylmethanes on a clay surface using microwaves.