4812-86-6

Usage

InChI:InChI=1/C15H11NO2/c17-15-10-13(16-11-6-2-1-3-7-11)12-8-4-5-9-14(12)18-15/h1-10,16H

Upstream product

• 17831-88-8 4-chloro-2H-1-benzopyran-2-one 
• 62-53-3 aniline 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 67-68-5 dimethyl sulfoxide 
• 53348-92-8 4-aminocoumarin 
• 59-88-1 phenylhydrazine hydrochloride 
• 108-95-2 phenol 
• 108-86-1 bromobenzene 
• 98-80-6 phenylboronic acid 
• 181864-34-6 3-Iodo-4-phenylamino-chromen-2-one 
• 66-76-2 dicoumarol 
• 938-40-9 4-Bromo-2H-1-benzopyran-2-one 

Downstream Products

• 1079165-57-3 dimethyl 2-(2-oxo-4-phenylamino-2H-chromen-3-yl)-3-(triphenylphosphanylidene)succinate 
• 1575690-75-3 8-hydroxy-13-phenylbenzo[g]chromeno[4,3-b]indol-6(13H)one 
• 91622-61-6 4-Phenylamino-3-phenyl-<1>benzopyran-2-on 

Relevant academic research and scientific papers

Synthesis of 3-aryl-4-(N-aryl)aminocoumarins via photoredox arylation and the evaluation of their biological activity

A new series of 3-aryl-4-(N-aryl)aminocoumarins was synthesized in two steps starting from the natural product 4-hydroxycoumarin using the photoredox catalysis for the key step. These conditions reactions allowed to make C[sbnd]C bonds is up to 95% yields

Electrooxidative Metal-Free Cyclization of 4-Arylaminocoumarins with DMF as C1-Source

An environmentally-benign electrochemical approach for the construction of quinoline derivatives employing N,N-dimethylformamide (DMF) as the methine source has been devised by cyclization of 4-(phenylamino)-2H-chromen-2-ones. In a user-friendly undivided cell, 6H-chromeno[4,3-b]quinolin-6-ones were obtained under chemical oxidant-free and transition-metal-free conditions in 43–92% yields with high functional tolerance. (Figure presented.).

Regioselective Synthesis of 4,5-Dihydro-6H-oxepino[3,2-c]chromene-2,6(3H)-diones through Palladium-Catalyzed Intramolecular Alkoxycarbonylation of 3-Allyl-4-hydroxycoumarins

Seven-membered ring lactones fused to coumarin scaffolds were obtained via a palladium-catalyzed regioselective intramolecular alkoxycarbonylation under a CO atmosphere. Cyclocarbonylation of 3-allyl-4-hydroxycoumarin derivatives was accessed in the absen

Synthesis and Photophysical Properties of 1,4-Dihydro-2 H,5H-chromeno[4,3-D][1,3]oxazin-5-ones, and Derivatives Containing Tethered 1,2,3-Triazoles, from 4-Aminocoumarins

A facile protocol for the unprecedented one-pot H 2 SO 4 -mediated hydroxymethylation/cyclative N, O -acetalization of 4-aminocoumarins to 1,4-dihydro-2 H,5 H -chromeno[4,3- d ][1,3]oxazin-5-ones, in moderate to good yields, was deve

NH4OAc-promoted cascade approach towards aberrant synthesis of chromene-fused quinolinones

A concise cascade strategy for the synthesis of 6H-chromeno[4,3-b]quinolin-6-ones was developed from 4-hydroxycoumarins and arylhydrazine hydrochlorides in DMSO. The synthetic strategy relies on dual role of ammonium acetate in generating 4-aminophenyl coumarin from arylhydrazine via aryl radical formation, and Csp2-H formylation of coumarin using DMSO as a methine source. The strategy is scalable, and an array of arylhydrazine hydrochlorides delivered chromene-fused quinolinones in good to excellent yields.

Copper-Catalyzed Cyclization for Access to 6H-Chromeno[4,3-b]quinolin-6-ones Employing DMF as the Carbon Source

The first example of the copper-catalyzed cyclization of 4-(phenylamino)-2H-chromen-2-ones employing the N-methyl moiety of DMF as the source of the methine (CH) group has been developed, providing an efficient synthetic pathway to access novel functional

Pd-Catalyzed Efficient Synthesis of Azacoumestans Via Intramolecular Cross Coupling of 4-(Arylamino)coumarins in the Presence of Copper Acetate under Microwaves1

Azacoumestans have been synthesized in excellent yields by the Pd-catalyzed oxidative coupling of 4-(arylamino)coumarins in the presence of Cu(OAc)2 in acetic acid under microwave irradiation. 4-(Arylamino)coumarins, even those substituted with an electron-withdrawing group, have been prepared almost quantitatively by the reaction of arylamines with 4-bromocoumarin under microwave irradiation in water or by Pd-catalyzed C-N coupling under heating. Preliminary biological tests indicated significant inhibition of soybean lipoxygenase and antilipid peroxidation.

A regioselective synthesis of pentacyclic compounds containing coumarin, pyrrole, indene without catalysts under microwave irradiation

A concise and efficient approach was developed for the synthesis of pentacyclic compounds containing coumarin, pyrrole, indene in a regioselective manner in good yields via the reactions of N-substituted 4-aminocoumarin compounds and ninhydrin using micro

Synthesis, Cytotoxic Evaluation, and In Silico Studies of 4-Substituted Coumarins

Two series of coumarins possessing the aniline- and heterocyclic ring at 4thposition have been synthesized and evaluated for their in vitro cytotoxic activity against MCF-7 cancer cell line in MTT assay. Structure activity relationship (SAR) studies reveal that the electron donor group at position-8 of coumarin played an important role in cytotoxic activity. Compound VIId showed the potent cytotoxic activity followed by compound Xa with IC50= 6.25 and 6.50 μM, respectively. A docking study has also been carried out for the most potent compound to get an insight into molecular interactions with p50 subunit of NF-κB protein.

Magnetically retrievable nano crystalline nickel ferrite- catalyzed aerobic, ligand-free C-N, C-O and C-C cross-coupling reactions for the synthesis of a diversified library of heterocyclic molecules

A new nickel ferrite nano-crystal-catalyzed, ligand-free strategy for the construction of C-N, C-O, and C-C bonds is presented, in which easily available nitrogen and oxygen nucleophiles, aryl/heteroaryl halides and arylboronic acids are used for the cross-coupling reactions. The reactions can be performed at low catalyst loadings with excellent functional group tolerance and chemoselectivity. A variety of functional groups are compatible with the reaction conditions, including nitro, methoxy, as well as acid- and base-sensitive heteroaromatic groups. This unprecedented chemistry nicely complements classical methods for the N-arylation of amines/heteroamines, the O-arylation of phenols/hydroxycoumarins and biaryl/heteroaryl synthesis. The low cost, easy to handle nature and the simplicity of this catalytic system render the method competitive with comparable copper- and palladium-based protocols which require the presence of sophisticated ligands. Nickel ferrite magnetic nanoparticles were prepared by a simple hydrothermal method and characterized by using XRD, TEM image, energy dispersive X-ray analysis, XPS and FT-IR. The easy recovery of the catalyst and high yield of the products make the protocol attractive, sustainable and economic. The catalyst was reused for five cycles with almost unaltered catalytic activity.