50400-64-1

Upstream product

• 64919-60-4 7-methyl-2-phenylchroman-4-one 
• 6921-64-8 4'-hydroxy-2'-methylacetophenone 
• 93-97-0 benzoic acid anhydride 
• 5067-28-7 1-(2-hydroxy-4-methylphenyl)-3-phenyl-1,3-propanedione 
• 52923-28-1 (E)-1-(2-hydroxy-4-methylphenyl)-3-phenylprop-2-en-1-one 
• 133828-55-4 2'-acetoxy-4'-methylchalcone dibromide 
• 133828-52-1 Acetic acid 2-(2-bromo-3-methoxy-3-phenyl-propionyl)-5-methyl-phenyl ester 
• 201230-82-2 carbon monoxide 
• 35928-80-4 6-iodo-3-methyl-phenol 
• 536-74-3 phenylacetylene 
• 532-32-1 sodium benzoate 
• 3739-97-7 (trimethylsilyl)methylenetriphenylphosphorane 
• 315241-24-8 C₁₅H₁₂O₄C₆H₁₄Si 
• 5177-98-0 2-acetyl-5-methylphenyl benzoate 

Downstream Products

• 140885-98-9 7-methyl-2-phenyl-4H-1-benzopyran-4-thione 
• 140885-78-5 7-methylflavone oxime 
• 140885-84-3 5-(2-hydroxy-4-methylphenyl)-3-phenylisoxazole 
• 140885-83-2 5-(2-hydroxy-5-methylphenyl)-3-(4-methoxyphenyl)isoxazole 
• 140885-82-1 C₁₈H₁₅NO₃ 
• 140885-93-4 Acetic acid 5-methyl-2-(3-phenyl-isoxazol-5-yl)-phenyl ester 
• 140885-92-3 Acetic acid 2-[3-(4-methoxy-phenyl)-isoxazol-5-yl]-4-methyl-phenyl ester 
• 33554-46-0 5-hydroxy-7-methyl-2-phenyl-4H-chromen-4-one 

Relevant academic research and scientific papers

CF3SOCl-promoted intramolecular cyclization of β-diketones: An efficient synthesis of flavones

An efficient intramolecular cyclization reaction of β-diketones containing a phenyl group with an ortho-hydroxyl substituent was achieved. Using CF3SOCl as an additive, the reaction took place under transition-metal-free and mild conditions. A series of flavones were synthesized in moderate to excellent yields.

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.

Rhodium(III)-catalyzed one-pot synthesis of flavonoids from salicylaldehydes and sulfoxonium ylides

Rh(III)-catalyzed C–H activation of salicylaldehyde followed by an insertion reaction with sulfoxonium ylides and cyclization is applied to the synthesis of flavonoids. This one-pot strategy exhibits good functional group tolerance and gives flavones in moderate-to-good yields.

An efficient tandem synthesis of chromones from: O -bromoaryl ynones and benzaldehyde oxime

An effective transition-metal-free strategy was developed for the preparation of chromones from o-bromoaryl ynones and benzaldehyde oxime through sequential C-O bond formation. This cyclization reaction could well tolerate a wide range of functional groups, and the corresponding chromones were given in moderate to excellent yields. Mechanistically, benzaldehyde oxime as a hydroxide source and 1,3-diketone derivatives as reaction intermediates were involved in this transformation.

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.

Green and efficient synthesis of flavones and chromones using heteropolyacids as catalyst in glycerol

Organic solvents are required to carry out most organic transformations, which cause environmental pollution because of their low volatility. Glycerol, a side product obtained from biodiesel production, has emerged as a friendly solvent due to its advantageous properties. In this paper, an efficient procedure for the synthesis of flavones and chromones, using heteropolyacids as recyclable catalyst and glycerol as the solvent, is presented. The use of heteropolyacids as catalysts allows for excellent yields, easy separation and recovery, low environmental impact, and low cost. Glycerol can also be readily recovered and used over again. In addition, the presented method provides other advantages such as the low formation of waste and the replacement of corrosive mineral acids.

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.

Synthesis of 4H-Chromen-4-one Derivatives by Intramolecular Palladium-Catalyzed Acylation of Alkenyl Bromides with Aldehydes

The palladium-catalyzed intramolecular acylation of alkenyl bromides and aldehydes was developed for an efficient synthesis of 4H-chromen-4-ones. With Pd(PPh3)4/Xphos as the catalyst and K2CO3 as the base, this protocol was applied to synthesize a small library of diversely functionalized flavonoids in moderate to good yields in 1,4-dioxane.

A very simple solvent-free method for the synthesis of 2-arylchromones using KHSO4 as a recyclable catalyst

An efficient and solvent-free procedure for the synthesis of flavones using KHSO4 as a recyclable catalyst is described. The methodology represents an environmentally friendly process in comprehensive consideration compared with other catalytic systems listed in publications. This method provides a clean, simple, solvent-free reaction and useful alternatives to prepare flavones and chromones. The use of KHSO4 catalyst provides excellent yields, also leading to an easy separation and recovery of the catalysts, which allows both low environmental impact and low cost. Other green advantages of the method are the low formation of wastes and the replacement of corrosive, soluble mineral acids.