123731-50-0

Upstream product

• 500-99-2 3,5-dimethoxyphenol 
• 35070-82-7 2-(4-methoxyphenyl)-3-oxopropanenitrile 
• 708-76-9 2-hydroxy-4,6-dimethoxybenzaldehyde 
• 3951-10-8 2-(4-methoxyphenyl)acetic anhydride 
• 696-62-8 para-iodoanisole 
• 81017-27-8 5,7-dimethoxy-2-oxo-2H-chromene-3-carboxylic acid 
• 104-47-2 p-methoxybenzylnitrile 
• 76436-33-4 (2R,3R)-2-Hydroxy-3-(4-methoxy-phenyl)-3-(2,4,6-trihydroxy-phenyl)-propionic acid ethyl ester 
• 108-73-6 3,5-dihydroxyphenol 
• 104-01-8 4-Methoxyphenylacetic acid 
• 76451-12-2 Toluene-4-sulfonic acid (3R,4S)-5,7-dimethoxy-4-(4-methoxy-phenyl)-2-oxo-chroman-3-yl ester 
• 76436-36-7 trans-3-hydroxy-5,7-dimethoxy-4-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-2-one 
• 123731-49-7 5,7-dihydroxy-3-(4-hydroxyphenyl)-2H-1-benzopyran-2-one 
• 77-78-1 dimethyl sulfate 

Relevant academic research and scientific papers

Palladium-catalyzed decarboxylative coupling of quinolinone-3-carboxylic acids and related heterocyclic carboxylic acids with (Hetero)aryl halides

An efficient and practical decarboxylative cross-coupling reaction of quinolin-4(1H)-one 3-carboxylic acids with (hetero)aryl halides has been established. Under a bimetallic system of PdBr2 and silver carbonate, the protocol proved to be general, and a variety of 3-(hetero)aryl 4-quinolinones and related heterocycles, such as 3-aryl-1,8-naphthyridin-4(1H)- ones, 3-arylcoumarins, 3-arylquinolin-2(1H)-ones, and 2-arylchromones, can be prepared in good to excellent yields.

A novel one-step synthesis of 3-phenyl-, 4-methyl-3-phenyl- And3-phenyl-4-styrylcoumarins using DCC-DMSO

2-Hydroxybenzaldehydes 1 react with phenylacetic acid and its methoxy derivatives 2 in the presence of DCC in DMSO to afford 3-phenylcoumarins 3. Under identical conditions, 2-hydroxy-acetophenones 4 and 2'-hydroxychalcones 7 give rise to the corresponding 4-methyl-3-phenyl- and 3-phenyl-4-styrylcoumarins 6 and 8, respectively.

SYNTHESIS OF SOME NEW PHENYL 2H-1-BENZOPYRAN-2-ONES: NOVEL STRUCTURE FOR NIVEGIN

The constitution of nivegin, occurring in Echinops niveus has been revised by synthesising 5,7-dihydroxy-4-(4-hydroxyphenyl)-2H-1-benzopyran-2-one(1), 5,7-dihydroxy-3-(4-hydroxyphenyl)-2H-1-benzopyran-2-one(2) and their derivatives 3-6.It has been assigned a novel structure having the phenyl substituent in the benzenoid ring of the coumarin nucleus - 4,5-dihydroxy-7-(4-hydroxyphenyl)-2H-1-benzopyran-2-one(11).

Some Novel Photochemical and Related Aryl Couplings and Migrations in Flavonoid Synthesis

2'-Methoxymethoxy-4,4',6'-trimethoxychalcone epoxide couples at the β-position with 3,5-dimethoxyphenol under photolytic conditions to form isomeric 1,3,3-triaryl-2-hydroxypropiophenones.These propiophenones are subject to photo-induced α-ketol rearrangements yielding isomeric 1-hydroxypropan-2-ones.Together these serve as useful synthetic intermediates for 4-arylflavan-3-ones and novel 2-hydroxy-2-arylbenzylbenzofuran-3(2H)-ones and 4-aryl-3-hydroxy-3,4-cis-dihydrocoumarins.The same epoxide reacts ionically under ambient conditions with 2,4,6-trihydroxybenzoic acid to afford a 3-O-benzoylpropiophenone intermediate, which provides novel access to isoflavones in high overall yield.Analogous coupling of phloroglucinol to epoxycinnamates gives diastereoisomeric 3,3-diaryl-2-hydroxypropionates which serve as precursors for 3,4-trans- and 3,4-cis-4-aryl-3-hydroxydihydrocoumarins and thence for 3-aryl- and 3-hydroxycoumarins.