4010-25-7

Upstream product

• 1450-72-2 5-methyl-2-hydroxyacetophenone 
• 874-60-2 4-methyl-benzoyl chloride 
• 106-44-5 p-cresol 
• 140-39-6 1-acetoxy-4-methylbenzene 
• 99-94-5 p-Toluic acid 
• 106-42-3 para-xylene 

Downstream Products

• 88952-74-3 6-methyl-2-(p-tolyl)-4H-chromen-4-one 
• 88952-37-8 1-(2-hydroxy-5-methylphenyl)-3-(4-methylphenyl)propane-1,3-dione 
• 136764-52-8 1a,7a-Dihydro-5-methyl-1a-(4-methylphenyl)-7H-oxireno<1>benzopyran-7-one 
• 78396-37-9 4',6-Dimethyl-3-hydroxyflavone 
• 118092-42-5 6-Dibromomethyl-2-(4-dibromomethyl-phenyl)-chromen-4-one 
• 118092-44-7 2-(4-Formyl-phenyl)-4-oxo-4H-chromene-6-carbaldehyde 

Relevant academic research and scientific papers

Directing group assisted copper-catalyzed chemoselective O-aroylation of phenols and enols using alkylbenzenes

By using alkylbenzenes as aroyl surrogates, copper(II) catalyzed chemoselective O-aroylations of 1,3-dicarbonyl compounds and phenolic-OH ortho to carbonyl (-CHO,-COR) groups have been achieved. A dual mechanism operating in tandem for these transformations has been supported by a crossover experiment.

Refinement and evaluation of a pharmacophore model for flavone derivatives binding to the benzodiazepine site of the GABAA receptor

To further develop and evaluate a pharmacophore model previously proposed by Cook and co-workers (Drug Des. Discovery 1995, 12, 193-248) for ligands binding to the benzodiazepine site of the GABAA receptor, 40 new flavone derivatives have been synthesized and their affinities for the benzodiazepine site have been determined. Two new regions of steric repulsive interactions between ligand and receptor have been characterized, and the receptor region in the vicinity of 6- and 3′-substituents has been mapped out. 2′-Hydroxy substitution is shown to give a significant increase in affinity, which is interpreted in terms of a novel hydrogen bond interaction with the previously proposed hydrogen bond-accepting site A2. On the basis of the results of these studies and the refined pharmacophore model, 5′-bromo-2′-hydroxy-6-methylflavone, the highest affinity flavone derivative reported so far (Ki = 0.9 nM), was successfully designed. A comparison of the pharmacophore model with a recently proposed alternative model (Marder; et al. Bioorg. Med. Chem., 2001, 9, 323-335) has been made.

Epoxidation of Flavones by Dimethyldioxirane

The synthesis of epoxides 2 by epoxidation of flavones 1 with isolated dimethyldioxirane (as acetone solution) at subambient temperatures is reported.These labile epoxides were isolated and completely characterized by UV, IR, 1H and 13C NMR, MS, and C,H analyses.Warming to room temperature led to rearrangement to afford quantitatively the 3-hydroxyflavones 3b,h,i,n.Treatment of the epoxides 2b,f with methanol led to the 3-hydroxy-2-methoxyflavanones 4b,f, as a mixture of cis and trans isomers.