27770-80-5

Upstream product

• 65612-70-6 4'-methoxy-6-methylflavanone oxime 
• 61854-51-1 6-methyl-4'-methoxyflavanone hydrazone 
• 546-67-8 lead(IV) tetraacetate 
• 16635-13-5 2'-hydroxy-4-methoxy-5'-methylchalcone 
• 64-17-5 ethanol 
• 14221-83-1 (+/-)-3t-bromo-2r-(4-methoxy-phenyl)-6-methyl-chroman-4-one 
• 64-19-7 acetic acid 
• 1450-72-2 5-methyl-2-hydroxyacetophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 1032-84-4 (E)-1-(2-hydroxy-5-methylphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one 
• 105166-57-2 2-Hydroxy-benzoic acid [2-(4-methoxy-phenyl)-6-methyl-chroman-(4E)-ylidene]-hydrazide 
• 135085-54-0 Acetic acid 2-[(E)-1-[(Z)-hydroxyimino]-3-(4-methoxy-phenyl)-allyl]-4-methyl-phenyl ester 
• 22129-40-4 2'-hydroxy-4-methoxy-5'-methylchalcone dibromide 

Downstream Products

• 29976-77-0 6-methyl-4'-methoxyflavone 
• 1393598-21-4 5-(4-methoxyphenyl)-9-methyl-2-piperidino-5H-chromeno[3,4-c]pyridine-1-carbonitrile 
• 1393598-14-5 4-chloro-2-(4-methoxyphenyl)-6-methyl-2H-chromene-3-carbaldehyde 
• 1266399-39-6 4-(4-methoxyphenyl)-8-methyl-4H-benzopyran[4,3-d][1,2,3]selenadiazole 
• 1266399-50-1 C₁₈H₁₉N₃O₃ 
• 81976-59-2 2,3-dihydro-2-(4-methoxyphenyl)-4H-6-methyl-benzopyran-4-one oxime acetate 
• 30036-28-3 3-(2-acetoxy-5-methyl-phenyl)-5-(4-methoxyphenyl)-Δ²-isoxazoline 
• 29976-88-3 3-(2-hydroxy-5-methylphenyl)-5-(4-methoxyphenyl)-Δ²-isoxazoline 
• 81976-55-8 2,3-dihydro-2-(4-methoxyphenyl)-4H-6-methyl-benzopyran-4-one oxime 
• 132314-56-8 2-(4-Methoxy-phenyl)-6-methyl-8-nitro-chroman-4-one 
• 130252-75-4 3-(4-methoxyphenyl)-6-methyl-4H-chromen-4-one 
• 1032-84-4 (E)-1-(2-hydroxy-5-methylphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one 

Relevant academic research and scientific papers

Mild and efficient one-pot synthesis of diverse flavanone derivatives via an organocatalyzed Mannich-type reaction

A facile ethylenediamine diacetate (EDDA)-catalyzed one-pot synthesis of biologically interesting flavanone derivatives from 2-hydroxyacetophenones, aromatic aldehydes, and aniline via a Mannich-type reaction is described. This synthetic method provides a rapid access to biologically interesting flavanone derivatives. To demonstrate this method, several biologically interesting natural products bearing a flavanone moiety were synthesized as racemates.

Synthesis of 5-aryl-2-piperidino-5H-chromeno[3,4-c]pyridine-1-carbonitriles

4-Chloro-2-aryl-2H-3-chromenecarbaldehydes 3a-g on reaction with malononitrile in ethanol in the presence of piperidine gave 5-aryl-2-piperidino- 5H-chromeno[3,4-c]pyridine-1-carbonitriles 4a-g in good yields. ARKAT-USA, Inc.

Synthesis and cytotoxic activity of 4-aryl-4H-chromeno[4,3-d] [1,2,3] selenadiazoles

Fourteen 4-Aryl-4H-chromeno[4,3-d][1,2,3] selenadiazole derivatives were synthesized by the reaction of fla-vonone-4-semicarbazones with SeO2. The structures of the target compounds 1a-n were elucidated by 1H NMR, IR spectra, ESI-MS and elemental analyses. The preliminary cytotoxic activities of 1a-n against K562, KB, A549, SMC-7721 and SGC-7901 cell lines were evaluated by MTT method, indicating that most compounds displayed moderate to good antiproliferative activities against K562 and KB cell lines. Compounds 1m and 1n, the most potent ones, were promising template for development of novel potent antitumor agents.

An improved method for the synthesis of flavanones

An isomerization of 2′-hydroxychalcones into the corresponding flavanones in ethanol in the presence of triethylamine is described.

Synthetic analogs of natural flavolignans. XV. Isomerization of 2′-hydroxychalcones into flavanones using triethylamine

A simple and effective method for preparing synthetic analogs of natural flavanones via isomerization of 2′-hydroxychalcones with triethylamine was proposed.

Simple technics for isomerization of 2'-hydroxychalcones to flavanones: Use of silica gel, ethylenediamine and hydroxylamine hydrochloride

2'-Hydroxychalcones (1) are isomerized to flavanones (2) by treatment with silica gel, ethylenediamine or hydroxylamine hydrochloride at low temperatures.

Oxidative Cleavage of 4-Oximinoflavans Using Iodobenzene Diacetate

Oxidation of 4-oximinoflavans (Ia-g) using iodobenzene diacetate leads to cleavage with the formation of corresponding flavanones (IIa-g) under neutral conditions in 60-80percent yields.

Reactions of a Chalcone with Hydroxylamine

2'-Hydroxy-4-methoxy-5'-methylchalcone (1) with hydroxylamine hydrochloride in dil.AcOH gives 3-(2-hydroxy-5-methylphenyl)-5-(4-methoxyphenyl)-Δ2-isoxazoline (2) instead of 2'-hydroxy-4-methoxy-5'-methylchalcone oxime (HMMCO, 3) as reported by

Reaction of 2'-Hydroxychalcone Dibromides with Me2SO

2'-Hydroxychalcone dibromides on treatment with Me2SO gave 2'-hydroxychalcone, 2'-hydroxy-3'- or 2'-hydroxy-5'-bromochalcone, flavone, monobrominated flavone, 6,8-dibromoflavone, 3-bromoflavone, and 3-, 6-, or 8-dibromoflavone.