74512-60-0

Upstream product

• 186581-53-3 diazomethane 
• 124607-18-7 5,7-dihydroxy-4-(4-hydroxyphenyl)-2H-1-benzopyran-2-one 
• 97746-16-2 5,7-dihydroxy-4-(4-methoxyphenyl)-2H-1-benzopyran-2-one 
• 77-78-1 dimethyl sulfate 
• 5720-07-0 4-methoxyphenylboronic acid 
• 185418-17-1 5,7-dimethoxy-4-trifluoromethylsulfonyloxychromen-2-one 
• 2881-83-6 ethyl 4-methoxybenzoylacetate 
• 100-07-2 4-methoxy-benzoyl chloride 
• 2227-57-8 3-(4-methoxyphenyl)propynoic acid 
• 91089-40-6 2,3-dibromo-3-(4-methoxyphenyl)propionic acid methyl ester 
• 123-11-5 4-methoxy-benzaldehyde 
• 830-09-1 3-(4'-methoxyphenyl)propenoic acid 
• 832-01-9 methyl p-methoxycinnamate 
• 500-99-2 3,5-dimethoxyphenol 

Downstream Products

• 1415387-96-0 1-(cis-3,5-dimethylpiperidin-1-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)propan-1-one 

Relevant academic research and scientific papers

Synthesis and NMR of 4-Aryl-3,4-dihydrocoumarins and 4-arylcoumarins

This paper described the synthesis and 1H and 13C NMR chemical shifts of a series of 4-aryl-3,4-dihydrocoumarin and 4-arylcoumarin derivatives based on a combination of 1H and 13C NMR, HSQC and HMBC experiments.

Antioxidant and antitumor activities of 4-arylcoumarins and 4-aryl-3,4-dihydrocoumarins

Five 4-arylcoumarins (1c-g) and twelve 3,4-dihydro-4-arylcoumarins (2a-l) were synthesized and tested for antioxidant activity, antitumor activity, toxicity and structure-activity relationships analysis. 4-Arylcoumarins and 3,4-dihydro-4-arylcoumarins tha

Pd-catalyzed chemo-selective mono-arylations and bis-arylations of functionalized 4-chlorocoumarins with triarylbismuths as threefold arylating reagents

Cross-coupling reactions of differently substituted 4-chlorocoumarins were studied under palladium catalysis using triarylbismuths as threefold arylating reagents. The high reactivity of 4-chlorocoumarins was demonstrated delivering mono- and bis-arylation products in a chemo-selective manner. The reaction conditions employed are simple, robust and the threefold coupling reactivity of triarylbismuth reagents was witnessed with good to high yields in 2-4 h conditions. The utility of the methodology was explored in the synthesis of a few natural occurring neoflavones (3.27-3.30). In addition, the 4-arylcoumarin 3.1 product is a useful precursor for the preparation of (R)-tolterodine.

Identification of potent and selective diphenylpropanamide RORγ inhibitors

Retinoic acid-related orphan receptor RORγt plays a pivotal role in the differentiation of TH17 cells. Antagonizing RORγt transcriptional activity is a potential means to treat TH17-related autoimmune diseases. Herein, we describe the identification of a series of diphenylpropanamides as novel and selective RORγ antagonists. Diphenylpropanamide 4n inhibited the transcriptional activity of RORγt, but not RORα, in cells. In addition, it suppressed human TH17 cell differentiation at submicromolar concentrations.

Efficient synthesis and biological evaluation of 4-arylcoumarin derivatives

Two bioactive natural 4-arylcoumarins, 5,7,4′-trimethoxy-4- phenylcoumarin (1a), 5,7-dimethoxy-4-phenylcoumarin (1b) and five closely related derivatives 1c-g were synthesized. In vitro evaluation with a catechol subunit for antioxidant and antimicrobial activity, these compounds using standard methods showed that compounds 1d, 1f displayed promise radical scavenging activity and 1f was found to be the most active one against Bacillus dysenteriae.

Synthesis of neoflavones by Suzuki arylation of 4-substituted coumarins

Palladium-catalysed coupling of the 4-chloro- or 4-bromo-coumarins 1-4 with arylboronic acids 5-13 under the Suzuki reaction conditions constitutes an efficient access to 4-arylcoumarins. These 4-arylcoumarins can also be obtained in good yields (70-97%)

Synthesis of 4-phenylcoumarins

Six new 4-phenylcoumarins, viz. 7-hydroxy-4,'5-dimethoxy-(5a)-, 5-hydroxy-4',7-dimethoxy-(5b)-, 7,4'-dihydroxy-5-methoxy-(6a)-, 4',5-dihydroxy-7-methoxy-(6b)-, 4'-benzyloxy-7-hydroxy-5-methoxy-(7a)- and 4'-benzyloxy-5-hydroxy-7-methoxy-(7b)-4-phenylcoumar

Synthesis of New Naturally Occuring 4-Phenyl-2H-1-benzopyran-2-ones

5,7-Dimethoxy-4-(4-hydroxyphenyl)-2H-1-benzopyran-2-one and 5,7-dimethoxy-4-(4-methoxyphenyl)-2H-1-benzopyran-2-one, two new neoflavonoids occuring in Courtarea hexandra have been synthesized via Pechmann condensation.Attempts made to synthesize another 4-arylcoumarin, 5-hydroxy-7-methoxy-4-(2,5-dihydroxyphenyl)-2H-1-benzopyran-2-one, constituent of the same plant, led to the formation of the hitherto unknown 2-ethoxy-6-hydroxy-4H-1-benzopyran-4-one.

SYNTHESIS OF 4-ARYLCOUMARINS FROM COUTAREA HEXANDRA

Key Word Index - Coutarea hexandra; Rubiaceae; neoflavonoids; 4-arylcoumarins; synthesis. - The structures assigned to the 5,7-dimethoxy-4-arylcoumarins isolated from Coutarea hexandra have been confirmed by synthesis, via Pechmann condensation of phlorog

A Facile Synthesis of 4-Aryl-2H-1-benzopyran-2-ones

Reaction of 2-hydroxybenzophenones (1, 3, 7, 8) with ethoxycarbonylmethylenetriphenylphosphorane affords 4-aryl-2H-1-benzopyran-2-ones (2, 4-6) in excellent yields. - Keywords: 4-Aryl-2H-1-benzopyran-2-ones; Ethoxycarbonylmethylenetriphenylphosphorane; Friedel-Crafts reaction; 2-Hydroxybenzophenones; Wittig reaction