40296-16-0

Upstream product

• 699-83-2 2,6-dihydroxylacetophenone 
• 98-88-4 benzoyl chloride 
• 2555-29-5 8-acetyl-7-hydroxy-4-methyl-2H-chromen-2-one 

Downstream Products

• 50634-02-1 3-benzoyl-7-hydroxyflavone 
• 491-78-1 5-Hydroxyflavone 
• 502916-27-0 3-benzoyl-5-benzyloxyflavone 
• 859054-43-6 2-benzoyl-1-(2,6-dihydroxy-phenyl)-3-phenyl-propane-1,3-dione 
• 100735-64-6 3-hydroxy-2-(3-oxo-3-phenylpropionyl)phenyl benzoate 

Relevant academic research and scientific papers

3-Aroyl-5-hydroxyflavones: Synthesis and transformation into aroylpyrazoles

Treatment of 3-aroyl-5-benzyloxyflavones 4a-e with hydrazine afforded 3,5-diaryl-4-(2-benzyloxy-6-hydroxybenzoyl)pyrazoles 5a-e, together with 4-aroyl-5-aryl-3-(2-benzyloxy-6- hydroxyphenyl)pyrazoles 6a-e as minor products. The structures of all new compounds have been established by extensive NMR studies and the reaction mechanisms are discussed. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

3-Aroyl-5-hydroxyflavones: Synthesis and mechanistic studies by mass spectrometry

The synthesis and mass spectra of three 3-aroyl-5-hydroxflavones are reported. The interpretation of the mechanistic pathways for the fragmentation of the metastable molecular ions of these compounds was achieved through the analysis of their mass-analysed ion kinetic energy (MIKE) spectra and of the B2/E spectra of a few fragment ions. Labelling of the hydroxyl proton with deuterium and the analysis of the MIKE spectra of a model compound with chlorine atoms in the 2',6'- and 2',6'-positions led to a mechanism for the losses of OH. and HCO. which involves hydrogen migration from the 2'- or 6'-position to the 6-carbonyl oxygen atom. A mechanism for the loss of a neutral molecule of anisole from the molecular ion of the 3-aroyl-5-hydroxyflavone with a methoxyl group in the 4'- and 4'-positions is also suggested. For the flavones with hydrogen or chlorine substituents at these positions, loss of a phenyl (or chlorophenyl) radical occurs instead.