41255-19-0

Upstream product

• 20525-20-6 4'-bromoflavone 
• 98-80-6 phenylboronic acid 
• 3218-36-8 4-Phenylbenzaldehyde 
• 1370422-33-5 4-(2,2-dichlorovinyl)-1,1'-biphenyl 
• 90-02-8 salicylaldehyde 
• 41255-15-6 2'-Hydroxy-4-phenylchalkon 
• 100954-86-7 4-phenylcinnamoyl chloride 
• 108-95-2 phenol 
• 132351-68-9 3-(4-bromophenyl)-4H-1-benzopyran-4-one 
• 109899-87-8 1-(4'-bromophenyl)-3-(2-hydroxyphenyl)propane-1,3-dione 
• 36695-16-6 2-(4-bromobenzoyloxy)acetophenone 
• 118-93-4 o-hydroxyacetophenone 
• 41255-15-6 (E)-3-([1,1′-biphenyl]-4-yl)-1-(2-hydroxyphenyl)prop-2-en-1-one 
• 65786-14-3 4-bromo-2'-hydroxylchalcone 

Relevant academic research and scientific papers

A novel one-pot synthesis of flavones

In this paper, a one-pot facile route for the BiCl3/RuCl3-mediated synthesis of functionalized flavones is described, including: (i) intermolecularortho-acylation of substituted phenols with cinnamoyl chlorides, and (ii) intramolecular cyclodehydrogenation of the resultingo-hydroxychalcones. The reaction conditions are discussed herein.

Identification and structure activity relationship of novel flavone derivatives that inhibit the production of nitric oxide and PGE2 in LPS-induced RAW 264.7 cells

In an effort to identify novel anti-inflammatory compounds, a series of flavone derivatives were synthesized and biologically evaluated for their inhibitory effects on the production of nitric oxide (NO) and prostaglandin E2 (PGE2), representative pro-inflammatory mediators, in LPS-induced RAW 264.7 cells. Their structure-activity relationship was also investigated. In particular, we found that compound 3g displayed more potent inhibitory activities on PGE2 production, similar inhibitory activities on NO production and less weak cytotoxicity than luteolin, a natural flavone known as a potent anti-inflammatory agent.

Pd(OAc)2/S=PPh3 accelerated activation of gem-dichloroalkenes for the construction of 3-arylchromones

The Pd-catalyzed regioselective intramolecular nucleophilic substitution of gem-dichloroalkene derivatives with salicylaldehydes leading to the synthesis of 3-arylchromones has been developed. Pd(OAc)2/S=PPh3 could activate gem-dichloroalkenes and undergo nucleophilic substitution by salicylaldehydes with the aid of a base.

A versatile approach to flavones via a one-pot Pd(II)-catalyzed dehydrogenation/oxidative boron-Heck coupling sequence of chromanones

A variety of flavones were expediently synthesized from readily accessible chromanones via a one-pot sequence involving Pd(ii)-catalyzed dehydrogenation and oxidative boron-Heck coupling with arylboronic acid pinacol esters. In particular, the use of arylboronic acid pinacol esters was found to significantly improve the yield of the reaction.

Flavones as isosteres of 4(1H)-quinolones: Discovery of ligand efficient and dual stage antimalarial lead compounds

Malaria is responsible for nearly one million deaths annually, and the increasing prevalence of multi-resistant strains of Plasmodium falciparum poses a great challenge to controlling the disease. A diverse set of flavones, isosteric to 4(1H)-quinolones, were prepared and profiled for their antiplasmodial activity against the blood stage of P. falciparum W2 strain, and the liver stage of the rodent parasite Plasmodium berghei. Ligand efficient leads were identified as dual stage antimalarials, suggesting that scaffold optimization may afford potent antiplasmodial compounds.

Facile synthesis of new substituted aryl and heteroarylflavones by thermal and microwave assisted Suzuki-Miyaura coupling reaction

Microwave assisted Suzuki-Miyaura coupling of 4′-bromoflavone 5 with substituted aryl and heteroarylboronic acids 6a-m gives high yields of aryl and heteroarylflavones 7a-m. Couplings have been carried out by three methods i) conventional heating with Pd(OCOCH3)2 catalyst, in solvent DMF(N,N-dimethylformamide) and base, aqueous Na2CO3 (2N) for 6-12 hr, at 110°C, yield 30-70%, ii) conventional heating with Pd[(C6H5)3P]4 catalyst, in DMF and base, aq. Na2CO3 (2N) for 6-12 hr, at 110°C, yield 40-72% and iii) Microwave heating with Pd[(C6H5)3P] 4 catalyst, in solvent (DMF+H2O, 5:2) and base, aq. Na2CO3 (2N) for 2-9 min, yield 50-87%. The substrate 4′-bromoflavone 5 has been synthesized from o-hydroxyacetophenone 1 in 3 steps. Esterification of 1 with 4-bromobenzoyl chloride 2 with montmorillonite-KSF catalyst, DCE (1,2-dichloroethane) and Et3N (triethylamine) which gives 2-(4- bromobenzoyloxy)acetophenone 3. Baker-Venkataraman rearrangement of 3 with pyridine and KOH further gives 1-(4-bromophenyl)-3-(2- hydroxyphenyl)propane-1,3-dione 4, followed by cyclization of 4 with methanolic sulfuric acid (2.5%) which yields 4'-bromoflavone 5, yield 82%.

Optimized palladium(0)-catalyzed Suzuki cross-coupling reaction of polystyrene-supported selenenyl flavanones: A convenient preparation of biaryl-chromen-4-one

Application of the Suzuki cross-coupling reaction for efficient synthesis of diverse substituted biaryl-chromen-4-ones using an optimized palladium(0) catalyst system is reported. The coupling of arylboronic acids with the resin-bound bromoflavanones whic

Microwave enhanced palladium catalysed coupling reactions: A diversity-oriented synthesis approach to functionalised flavones

Microwave enhanced diversity-oriented synthesis (MEDOS) using palladium catalysed protocols is introduced as a powerful new strategy for the synthesis of systematically modified small molecules and is highlighted by application to functionalised flavones. The Royal Society of Chemistry 2006.

The Direct Preparation of Flavones from 2'-Hydroxychalcones Using Disulfides

Flavone was obtained by a reaction of 2'-hydroxychalcone with disulfides in good yield.Among several disulfides, diphenyl disulfide gave the best result.Under the same conditions, some flavones were obtained from the corresponding 2'-hydroxychalcones in satisfactory yields.