13252-75-0

Upstream product

• 84388-73-8 acetylsalicylic acid N-hydroxysuccinimide ester 
• 6773-29-1 dimethyl diazomalonate 
• 90-02-8 salicylaldehyde 
• 5538-51-2 O-acetylsalicyloyl chloride 
• 50-78-2 aspirin 
• 770719-69-2 methyl [(2-acetoxyphenyl)hydroxymethylidene]methoxycarbonylacetate 
• 108-59-8 malonic acid dimethyl ester 

Downstream Products

• 213181-25-0 methyl 4-chloro-2-oxo-2H-[1]benzopyran-3-carboxylate 
• 1164105-74-1 N-(2-aminophenyl)-4-hydroxy-2-oxo-2H-chromene-3-carboxamide 

Relevant academic research and scientific papers

A Rh(iii)-catalyzed cascade C-H functionalization/cyclization reaction of salicylaldehydes with diazomalonates for the synthesis of 4-hydroxycoumarin derivatives

A cascade C-H functionalization/cyclization reaction of salicylaldehydes with α-diazomalonates has been developed for the synthesis of 4-hydroxycoumarin derivatives under the catalysis of rhodium(iii) and in the presence of acetic acid. A plausible mechanism involving aldehydic C(sp2)-H activation by rhodium(iii) and rhodium(iii) catalyzed carbene insertion is also proposed.

Functionalized 4-hydroxy coumarins: Novel synthesis, crystal structure and DFT calculations

A novel short-step methodology for the synthesis in good yields of functionalized coumarins has been developed starting from an activated precursor, the N-hydroxysuccinimide ester of O-acetylsalicylic acid. The procedure is based on a tandem C-acylation-c

CHROMENE DERIVATIVES AND USE THEREOF AS HIF HYDROXYLASE ACTIVITY INHIBITORS

The present invention relates to novel compounds of formula (I), methods, and compositions capable of decreasing HIF hydroxylase activity, thereby increasing the stability and/or activity of hypoxia inducible factor (HIF).

Novel short-step synthesis of functionalized γ-phenyl-β- hydroxybutenoates and their cyclization to 4-hydroxycoumarins via the N-hydroxybenzotriazole methodology

A novel method for the synthesis of functionalized 3-substituted 4-hydroxycoumarins is reported. C-Acylation compounds were derived from the reaction of the N-hydroxybenzotriazole ester of the functionalized acetyl salicylic acids and a variety of active methylene compounds and cyclized to the title compounds. The synthesis is simple and the compounds are produced in yields varying from 39 to 80%. The structure of the newly prepared C-acylation compounds was thoroughly studied through NMR spectroscopy for the first time in the literature.

Ring Closure and Rearrangement Reactions of 4-Azido-2-oxoquinoline-3-carboxylates and 4-Azidocoumarin-3-carboxylates [1]

4-Azido-2-oxoquinoline-3-carboxylates and 4-azidocoumarin-3-carboxylates 6, which were obtained from the corresponding 4-hydroxy derivatives 1 via 4-tosylates 2 or 4-chloro compounds 4, cyclized upon thermolysis to 3-alkoxyisoxazolo[4,3-c]quinolin-4(5H)-ones or the corresponding coumarins 8, whereas at slightly higher temperatures a 3-O, 4-O-rearrangement took place to give the 4-alkoxy-isoxazolo[4,3-c]-quinolin-3-ones and the corresponding coumarins 9. The necessary reaction conditions could be obtained easily with the help of differential scanning calorimetry.