30186-16-4

Upstream product

• 13031-43-1 4-acetyloxyacetophenone 
• 118-93-4 o-hydroxyacetophenone 
• 75-36-5 acetyl chloride 
• 103867-83-0 2-(4-acetoxyphenyl)-2-methyl-1,3-dioxolane 
• 99-93-4 4-Hydroxyacetophenone 
• 75-15-0 carbon disulfide 
• 579-74-8 2-Methoxyacetophenone 
• 7446-70-0 aluminium trichloride 
• 108-95-2 phenol 
• 7191-41-5 1-(2-hydroxy-5-iodophenyl)ethan-1-one 
• 1350803-03-0 5-ethynyl-2-hydroxyacetophenone 
• 64-19-7 acetic acid 
• 60-35-5 acetamide 
• 7250-94-4 o-acetoxyacetophenone 

Downstream Products

• 102145-59-5 2,4-bis(cinnamoyl)phenol 
• 30279-01-7 2,4-diacetyl-1-allyloxy-benzene 
• 30279-00-6 2,4-diacetylanisole 
• 128910-89-4 3-phenyl-4-methyl-6-acetylcoumarin 
• 90892-21-0 2-Acetoxy-propionic acid 2,4-diacetyl-phenyl ester 
• 92757-68-1 Benzoic acid 2,4-diacetyl-phenyl ester 
• 106924-16-7 2,4-bis(3-methoxycinnamoyl)phenol 
• 562069-93-6 1-[2-hydroxy-5-(2-phenyl-thiazol-4-yl)-phenyl]-3-(4-methoxy-phenyl)-propane-1,3-dione 
• 562069-98-1 1-[2-hydroxy-5-(2-pyridin-3-yl-thiazol-4-yl)-phenyl]-3-p-tolyl-propane-1,3-dione 
• 562070-00-2 1-(4-chloro-phenyl)-3-[2-hydroxy-5-(2-pyridin-3-yl-thiazol-4-yl)-phenyl]-propane-1,3-dione 
• 562069-94-7 1-(4-chloro-phenyl)-3-[2-hydroxy-5-(2-phenyl-thiazol-4-yl)-phenyl]-propane-1,3-dione 
• 562069-99-2 1-[2-hydroxy-5-(2-pyridin-3-yl-thiazol-4-yl)-phenyl]-3-(4-methoxy-phenyl)-propane-1,3-dione 

Relevant academic research and scientific papers

Kinetics and mechanism of certain acetylation reactions with acetamide/oxychloride in acetonitrile under Vilsmeier-Haack conditions

Vilsmeier-Haack (VH) acetylation reactions with benzaldehydes or acetophenones in MeCN followed second-order kinetics and afforded acetyl derivatives under kinetic conditions, irrespective of the nature of the oxychloride (SOCl2 or POCl3/

A facile strategy for accessing 3-alkynylchromones through gold-catalyzed alkynylation/cyclization of o-hydroxyarylenaminones

A strategy based on tandem alkynylation of o-hydroxyarylenaminones followed by intramolecular cyclization has been developed to generate a diverse array of 3-alkynyl chromones. The functionality embedded in these key intermediates enables their facile elaboration into more diverse structures by a variety of functionalizations and ring-forming processes.

Acetamide/SO2Cl2 as an efficient reagent for Friedel-Craft's acylation of aromatic compounds under ultrasonic and microwave conditions

Acetamide/SO2Cl2 reagent has been developed for effective Friedel-Craft's acylation of aromatic compounds. Acylation of aromatic compounds with acetamide/SO2Cl2 was much more effective and faster than analogous (acetamide/SOCl2) and (acetamide/POCl 3) reagents even under conventional conditions. However, microwave and ultrasonic assisted reactions afforded high yields of products in very short reaction times (30-40 min under sonication and 3-4 min under microwave assisted conditions).

Selective fries rearrangement catalyzed by zinc powder

Zinc powder in the presence of N,N-dimethylformamide efficiently catalyzes the selective Fries rearrangement of acetylated phenols under microwave heating or with conventional heating using an oil bath. In some cases different products were obtained using microwave heating and conventional heating. Selective migration of the acyl group has been noted with good yields.

Synthesis of 2,3-disubstituted-6-chromones of potential medicinal interest

The title compounds (12-19) have been synthesized by the condensation of 2,3-disubstituted-6-chromones (8-11) with hydrazine hydrate in the presence of formic or acetic acid.Their structures have been elucidated on the basis o

2,4-Bis(substituted cinnamoyl/pyrazol-3-yl)phenoxyacetic Acid Esters and Hydrazides as Potential Antimicrobial Agents

Condensation of 2,4-diacetylphenol (I) with substituted benzaldehydes give 2,4-bis(substituted cinnamoyl)phenols (IIIa-c) which on treatment with hydrazine hydrate in acetic or formic acid furnish the corresponding 2,4-bis(1-acetyl/formyl-4,5-dihydro-5-arylpyrazol-3-yl)phenols (Va-f).Alkylation of I, IIIa-c and Va-c with ethyl chloroacetate gives the corresponding ethyl substituted phenoxyacetates (II, IVa-c and VIa-c).Treatment of VIa-c with hydrazine hydrate in ethanol affords the corresponding hydrazides VIIa-c.None of the compounds tested shows any in vitro growth inhibitory activity against Alternaria alternata, Macrophomina phaseolina, Helminthosporium oryzae and Fusarium oxysporum upto a concentration of 100 μg/ml.

CYCLIC ACETALS AS CARBONYL BLOCKING GROUPS IN THE PHOTO-FRIES REARRANGEMENT OF ACYL SUBSTITUTED ARYL ESTERS

The ethylene acetals of o and p-acetoxyacetophenone 3a,b, prepared from the corresponding hydroxyacetophenones by treatment with acetic anhydride in pyridine and subsequently with ethylene glycol and p-toluenesulphonic acid, give upon irradiation the expected photo-Fries products 4a,b ( from 3a ) or 6 ( from 3b ). These compounds are converted in part into diacetylphenols 5a,b as a consequence of a deacetalization, occuring to some extent during the irradiation and further in the chromatographic workup. The yields of the photoproducts and the orto/para ratio ( in the case of 3a ) are very similar to those given in the literature forphenyl acetate.By contrast, the acetoxyacetophenones 2a,b do not undergo any appreciable change upon irradiation, showing the deactivating effect of the acetyl side chain.Therefore, it is concluded that cyclic acetals are suitable carbonyl blocking groups in order to circumvent the deactivating effect of acyl substituents on the photo-Fries rearrangement of aryl esters.

Synthesis of 6-Acetyl-3-alkyl-2-phenyl-chromen-4-ones by Phasetransfer Catalysed Baker-Venkataraman Reaction

Three of the five partial steps of the Baker-Venkataramansynthesis of flavones (scheme 1) can be flavoured by PTC conditions.In the intermolecular O-acylations of the 4-hydroxyacetophenone 1 (A) and the 5-acetyl-2-hydroxy-acylophenones 3 (C), respectively, the nucleophilicity of the phenolat anions is increased by the PT catalysator.The steric and electronic effects of the substituents in the 5-acetyl-2-benzoyloxy-acylophenones 4 cause the formation of the 6-acetyl-flavones 6 in the phasetransfer catalysed Baker-Venkataraman rearrangement (D) in one step and in good yields.The over-all yields of the 1 -> 6 reactions are not higher than 30percent because of the limiting step (B).This Fries rearrangement of 4-acyloxy-acetophenones 2 affords only 32-62percent of 3 under drastically enhanced conditions.

Synthese von zwei aus Compositen isolierten Chromanon-Derivaten

Starting with 6-acetyl-2,2-dimethylchromene (6) as well as with 2,4-diacetylphenol (2) the naturally occuring chromanone derivative 4 was synthesized.The triketone 18 could be built up only by transformation of an ethyl group in 14 into the required acety