13130-28-4

Upstream product

• 1236360-16-9 6-chloro-3-(2’-methoxyphenyl)coumarin 
• 635-93-8 5-chlorosalicyclaldehyde 
• 614-75-5 2-Hydroxyphenylacetic acid 
• 88039-96-7 6-chloro-3-phenyl-2H-chromen-2-one 
• 553-86-6 benzofuran-2(3H)-one 
• 93-25-4 2-methoxyphenylacetic acid 

Relevant academic research and scientific papers

Organocatalytic condensation-ring opening-annulation cascade reactions between N-Bocindolin-2-ones/benzofuran-2(3 H)-ones and salicylaldehydes for synthesis of 3-arylcoumarins

An organocatalytic cascade synthesis of 3-arylcoumarins has been developed. Mediated by 1,8-diazabicyclo[5,4,0]-undec-7-ene or tetramethylguanidine, a number of 3-arylcoumarins were obtained in good to excellent yields via condensation-ring opening-annulation between N-Bocindolin-2-ones/benzofuran-2(3H)-ones and salicylaldehydes. This method was featured by a broad scope of reactants, mild conditions, and simple operation.

Palladium-Catalyzed Weakly Coordinating Lactone-Directed C-H Bond Functionalization of 3-Arylcoumarins: Synthesis of Bioactive Coumestan Derivatives

A palladium-catalyzed highly regioselective ortho-selective C-H functionalization of 3-arylcoumarins has been developed. The method utilizes the weakly coordinating lactone as a directing group. The versatility of the strategy is highlighted by developing methodologies for alkenylation, halogenation, fluoroalkoxylation, and hydroxylation. Different functional groups were well tolerated, and functionalized coumarins were obtained in moderate to high yields. The method also showed good selectivity for monofunctionalization versus difunctionalization. The generated ortho-hydroxy derivatives were cyclized in the presence of DDQ, thus developing a simple and fast method for the synthesis of bioactive coumestan from 3-arylcoumarins.

3-aryl coumarin derivative as well as preparation method and application thereof

The invention discloses a 3-aryl coumarin derivative as well as a preparation method and application thereof. The preparation method comprises the following steps of: carrying out tandem condensation-lactonization reaction on substituted phenylacetic acid

Decarboxylation of α,β-unsaturated aromatic lactones: Synthesis of: E-ortho -hydroxystilbenes from 3-arylcoumarins or isoaurones

A simple and environmentally friendly strategy for the synthesis of E-ortho-hydroxystilbenes has been established. Two kinds of α,β-unsaturated aromatic lactones, i.e. the 3-arylcoumarins and the isoaurones, could both readily undergo a cascade hydrolyzation/decarboxylation reaction in the presence of KOH in ethylene glycol to afford the desired E-ortho-hydroxystilbenes in moderate to high yields.

Method for organically catalyzing and efficiently synthesizing 3-aromatic coumarin compound

The invention discloses a method for organically catalyzing and efficiently synthesizing a 3-aromatic coumarin compound. DBU and/or TMG are/is adopted as a catalyst(s), and a compound in a formula A and a compound in a formula B are reacted to obtain a compound in a formula C as shown in the below figure, wherein X is NBoc, NAc or O; R1 is selected from hydrogen, alkyl, alkoxy, halogen and nitryl; R3 is selected from hydrogen, alkyl, alkoxy, halogen and nitryl. The method has the characteristics of wide reaction substrate, moderate condition, simplicity in experiment operation, and convenience in aftertreatment.

Copper-mediated synthesis of coumestans via C(sp2)-H functionalization: Protective group free route to coumestrol and 4′-O-methylcoumestrol

A simple and efficient two step synthesis of coumestans is described. The key reaction in the synthesis is the use of easily available Cu(OAc)2 for C[sbnd]H functionalization of 3-(2-hydroxyphenyl)coumarin to give coumestan ring system via formal oxidative cyclization. This approach provided a short protective group free route to naturally occurring coumestrol and 4′-O-methylcoumestrol.

Monoamine oxidase (MAO) inhibitory activity: 3-phenylcoumarins versus 4-hydroxy-3-phenylcoumarins

Monoamine oxidase (MAO) is a useful target in the treatment of neurodegenerative diseases and depressive disorders. Both isoforms, MAO-A and MAO-B, are known to play critical roles in disease progression, and as such, the identification of novel, potent a

Synthesis and vasorelaxant and platelet antiaggregatory activities of a new series of 6-Halo-3-phenylcoumarins

A series of 6-halo-3-hydroxyphenylcoumarins (resveratrol-coumarins hybrid derivatives) was synthesized in good yields by a Perkin reaction followed by hydrolysis. The new compounds were evaluated for their vasorelaxant activity in intact rat aorta rings pre-contracted with phenylephrine (PE), as well as for their inhibitory effects on platelet aggregation induced by thrombin in washed human platelets. These compounds concentration-dependently relaxed vascular smooth muscle and some of them showed a platelet antiaggregatory activity that was up to thirty times higher than that shown by trans-resveratrol and some other previously synthesized derivatives.