4197-99-3

Upstream product

• 1469-94-9 1-(2-hydroxyphenyl)-3-phenyl-1,3-propanedione 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 30779-90-9 (E)-3-benzylidenechroman-4-one 
• 119139-32-1 4''-chloro-3-α-hydroxybenzylflavone 
• 119139-30-9 4''-methoxy-3-α-hydroxybenzylflavone 
• 4010-33-7 2-acetylphenyl benzoate 
• 98-88-4 benzoyl chloride 
• 118-93-4 o-hydroxyacetophenone 
• 119139-39-8 3-(Hydroxy-phenyl-methyl)-2-phenyl-chromen-4-one 
• 24513-65-3 (Z)-3-benzylidene-4-chromanone 
• 24467-41-2 (E)-3-benzylideneflavanone 

Downstream Products

• 37042-05-0 5-(4-oxo-2-phenyl-4H-chromen-3-ylmethylene)-2-thioxo-dihydro-pyrimidine-4,6-dione 
• 19581-20-5 1,3-dimethyl-5-(4-oxo-2-phenyl-4H-chromen-3-ylmethylene)-pyrimidine-2,4,6-trione 
• 19581-22-7 1,3,7,9-tetramethyl-5-(4-oxo-2-phenyl-4H-chromen-3-yl)-5,9-dihydro-1H-pyrano[2,3-d;6,5-d']dipyrimidine-2,4,6,8-tetraone 
• 37042-04-9 1,3-diethyl-5-(4-oxo-2-phenyl-4H-chromen-3-ylmethylene)-pyrimidine-2,4,6-trione 
• 37042-07-2 1,3-diethyl-5-(4-oxo-2-phenyl-4H-chromen-3-ylmethylene)-2-thioxo-dihydro-pyrimidine-4,6-dione 
• 37042-18-5 1,3,7,9-tetraethyl-5-(4-oxo-2-phenyl-4H-chromen-3-yl)-2,8-dithioxo-2,3,5,7,8,9-hexahydro-1H-pyrano[2,3-d;6,5-d']dipyrimidine-4,6-dione 
• 37042-06-1 1,3-dimethyl-5-(4-oxo-2-phenyl-4H-chromen-3-ylmethylene)-2-thioxo-dihydro-pyrimidine-4,6-dione 
• 51746-45-3 [5-(2-hydroxy-phenyl)-isoxazol-4-yl]-phenyl-methanone 
• 51746-43-1 (2-hydroxy-phenyl)-(5-phenyl-isoxazol-4-yl)-methanone 
• 35572-23-7 (E)-1-(2'-hydroxyphenyl)-3-(piperidin-1-yl)prop-2-en-1-one 
• 93562-26-6 3-[1-Hydroxy-1-phenyl-meth-(Z)-ylidene]-2-methyl-chroman-4-one 
• 93562-27-7 (4-Hydroxy-2-methyl-2H-chromen-3-yl)-phenyl-methanone 
• 93562-18-6 3-benzoyl-2,3-dihydro-2-methyl-4H-1-benzopyran-4-one 
• 86724-63-2 3-ethoxy-4,4a-dihydro-1-phenyl-3H,10H-pyrano<4,3-b><1>benzopyran-10-one 

Relevant academic research and scientific papers

Synthesis of novel fused chromone-pyrimidine hybrids and 2,4,5-trisubstituted pyrimidine derivatives via ANRORC rearrangement

A facile and versatile procedure for the synthesis of functionalized novel 2,5-diphenyl-5H-chromeno[4,3-d]pyrimidin-5-ol and (2,4-diphenylpyrimidin-5-yl) (2-hydroxyphenyl) methanone has been described. The key step in the synthesis involves the ANRORC rea

The bioinspired design of a reagent allows the functionalization of Cα-H of α,β-unsaturated carbonyl compounds via the Baylis-Hillman chemistry under ambient conditions

A rationally designed reagent capable of affecting alkylation at Cα of α,β-unsaturated carbonyl compounds is reported. The reaction proceeded at room temperature without any additives. The pH and H-bond formation during the reaction play a key role in the working of the reagent.

Topochemical photodimerization of (E)-3-benzylidene-4-chromanone derivatives from β-type structures directed by halogen groups

Halogen substituent plays an important role in the crystalline packing of aromatic compounds. The [2+2] photocycloaddition of (E)-3-benzylidene-4- chromanones in the crystalline state was investigated, and halogen substitution has been adopted to organize molecules with proper arrangement for photodimerization. Not halogen bonds, but the electron-withdrawing property of halogen atoms can enhance the face-to-face π-π interactions. Therefore, F, Cl or Br substitution at the para position of phenyl gave rise to almost the same β-structures with face-to-face π-stacking. Only resulted β-structures can undergo photodimerization, which gave the syn-HH (syn-head-to-head) products with high regio-/stereoselectivity.

Novel conversion of 3-(α-hydroxybenzyl)flavones to 3-benzoylchromones and 3-cyanoflavones with NaN3/TFA

On treatment with NaN3/TFA, 3-(α-hydroxybenzyl)flavones are converted to 3-benzoylchromones and 3-cyanoflavones, plausible mechanisms for which have been suggested. (C) 2000 Elsevier Science Ltd.

Novel conversion of some E-3-benzylideneflavanones to 3-benzoylchromones under a Schmidt rearrangement condition

On treatment with NaN3/TFA, some E-3-benzylideneflavanones yield 3- benzoylchromones with the loss of 2-aryl group as the corresponding aniline, a plausible mechanistic path for which has been delineated. An acid-catalysed skeletal rearrangement of some E-3-benzylideneflavanones also takes place.

Dimethyldioxirane Oxidation of 3-Arylidenechromanones

Oxidation of the (E) and (Z) isomers of the 3-arylidenechromanones 5 by isolated dimethyldioxirane (as acetone solution) at ambient temperature resulted in the formation of the spiro epoxides trans- and cis-6, respectively, in moderate yields (23-51percent), together with considerable amounts (16-40percent) of the 3-aroylchromones 7 from both (E)- and (Z)-5 isomers.Minor products, namely 3-(α-hydroxy-4-methoxy-benzyl)-4H-1-benzopyran-4-one (8b), 1a,7a-dihydro-7a-(α-hydroxy-4-methylbenzyl)-7H-oxirenobenzopyran-7-one (9d), and the 1a,7a-dihydro-7a-aroyl-7H-oxirenobenzopyran-4-ones 10a-c have also been isolated and characterized.Presumably, the formation of 3-aroylchromones 7 can be attributed to competitive allylic oxidation with dimethyldioxirane to afford first the 3-(α-hydroxyarylmethyl)chromones 8, whose secondary alcohol functionality is subsequently oxidized by dimethyldioxirane to give the 3-aroylchromones 7.Further oxidation of the latter by dioxirane affords the epoxides 10, as established by a control experiment.Alternatively, first oxidation of 8 to yield epoxide 9 and subsequent oxidation of the alcohol functionality to afford the overoxidized product 10 cannot be disposed of on grounds of our product data.Nonetheless, despite the moderate yields of the desirable chromanone epoxides 6, the stereoselective oxidation directly of the chromanones by dimethyldioxirane offers a convenient preparation.Relative configuration and stereochemistry of compounds 6-10 were elucidated by NMR spectroscopy and AM1 calculations. - Key Words: Chromanones / Dimethyldioxirane / Epoxides

Benzopyrans: Part XVI - Reaction of 1-(2-Hydroxyphenyl)butan-1,3-dione with Dimethylformamide Dimethyl Acetal

1-(2-Hydroxyphenyl)butan-1,3-dione (1, X= H and Me) with dimethylformamide dimethyl acetal gives the enaminodiketone (2') in benzene but the xanthone derivative (8) in methanol medium.Refluxing in alcohol converts 2' into 8 whereas acid treatment of 2' produces 3-acetylchromone (5).