131575-58-1

Upstream product

• 131575-53-6 Trifluoro-methanesulfonic acid 4-(3-methoxy-phenyl)-2-oxo-2H-chromen-3-yl ester 
• 10365-98-7 3-methoxyphenylboronic acid 
• 938-40-9 4-Bromo-2H-1-benzopyran-2-one 
• 2398-37-0 3-methoxyphenyl bromide 
• 6236-69-7 methyl 2-hydroxycinnamate 
• 939-19-5 3-Hydroxy-cumarin 
• 131575-45-6 3-Hydroxy-4-(3-methoxy-phenyl)-chromen-2-one 
• 53034-26-7 m-Methoxyphenyllead(IV) triacetate 
• 529-28-2 4-iodoanisol 
• 95149-16-9 tris-(3-methoxy-phenyl)-bismuthane 
• 113777-29-0 4-(trifluoromethylsulfonyloxy)coumarin 
• 91-64-5 coumarin 
• 118-93-4 o-hydroxyacetophenone 
• 17831-88-8 4-chloro-2H-1-benzopyran-2-one 

Relevant academic research and scientific papers

Palladium catalyzed Heck-arylation/cyclization cascade: An environmentally benign and efficient synthesis of 4-arylcoumarins in water

An environmentally benign and efficient approach for the synthesis of 4-arylcoumarins from ortho-hydroxy cinnamate ester derivatives with aryl iodides was developed in water under aerobic conditions. This transformation proceeds through a palladium catalyzed Heck-arylation/cyclization cascade reaction. The present protocol features a wide substrate scope and readily available starting materials to afford the desired products in high to excellent yields.

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.

A convenient solid-phase synthesis of coumarins by TMSOTf-catalyzed intramolecular seleno-arylation of tethered alkenes

TMSOTf-catalyzed intramolecular seleno-arylation of tethered alkenes was performed using polystyrene-supported succinimidyl selenide as the selenium source. This catalytic process provides an efficient method for the regioselective synthesis of dihydrocou

Palladium-catalyzed oxidative heck coupling reaction for direct synthesis of 4-arylcoumarins using coumarins and arylboronic acids

An efficient protocol for the direct synthesis of 4-arylcoumarins via palladium-catalyzed oxidative Heck coupling reaction of coumarins and arylboronic acids was developed. 4-Arylcoumarins were obtained in moderate to excellent yields, and the reaction also showed tolerance toward functional groups such as hydro, methoxy, diethylamino, nitro, and chloro groups.

Palladium-catalyzed synthesis of 4-arylcoumarins using triarylbismuth compounds as atom-Efficient multicoupling organometallic nucleophiles

Triarylbismuth compounds have been cross-coupled as atomefficient multicoupling organometallic nucleophiles with. 4bromo- and 4- (trifluoromethylsulfonyloxy)coumarins under palladium catalysis conditions. These reactions afforded an array of 4-arylcoumari

Coumarin compounds and method for preparing and using the same

4-Substituted coumarin compounds having the general formula of where R is H, CHO, OCH3, X, NO2, an alkyl having C1-10, —OCH2O—, an aryl being mono- or poly-substituted with CN or COOCH3 with the aryl

Synthesis of coumarins in a molten n-Bu4NOAc/n-Bu4NBr mixture through a domino heck reaction/cyclization process

4-Arylcoumarins can be prepared in good to high yields by reacting readily available methyl or butyl 3-(ohydroxyaryl)acrylates with aryl iodides and bromides in an n-Bu4NOAc/n-Bu4NBr mixture at 100°C in the presence of Pd(OAc)2.

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%)

A New Approach to Neoflavonoid Synthesis

Neoflavonoids or 4-arylcoumarins are prepared by arylation of 3-hydroxycoumarins with aryl-lead triacetates followed by palladium-catalysed reduction of the derived 3-trifluoromethylsulphonyloxyarylcoumarins.