6954-91-2

Usage

Uses

Used in Medicinal Chemistry:
11H-Indeno[1,2-b]quinoxalin-11-one is utilized as a pharmaceutical intermediate for the development of drugs targeting various diseases, particularly cancer. Its anti-cancer properties make it a promising candidate for the creation of novel therapeutic agents.
Used in Organic Synthesis:
In the field of organic synthesis, 11H-Indeno[1,2-b]quinoxalin-11-one serves as a key building block for the synthesis of more complex organic molecules, contributing to the advancement of chemical libraries and the discovery of new compounds with potential applications.
Used in Materials Science:
11H-Indeno[1,2-b]quinoxalin-11-one is employed as a component in the development of new materials with specific properties, such as those with potential use in optoelectronics or as functional coatings, owing to its aromatic and heterocyclic nature.
Used in Bioimaging:
As a fluorescent probe, 11H-Indeno[1,2-b]quinoxalin-11-one is used in bioimaging applications to visualize cellular structures and processes, providing insights into biological mechanisms and aiding in the study of disease mechanisms.
Used in Coordination Chemistry:
11H-Indeno[1,2-b]quinoxalin-11-one is used as a ligand in coordination chemistry, forming complexes with metal ions to create new compounds with unique properties, which can be applied in areas such as catalysis, sensing, and medicinal applications.

InChI:InChI=1/C15H8N2O/c18-15-10-6-2-1-5-9(10)13-14(15)17-12-8-4-3-7-11(12)16-13/h1-8H

Upstream product

• 485-47-2 indan-1,2,3-trione hydrate 
• 95-54-5 1,2-diamino-benzene 
• 938-24-9 indantrione 
• 225-61-6 1,2-benzophenazine 
• 615-13-4 2-indanone 
• 106-49-0 p-toluidine 
• 1427070-18-5 benzo[a]phenazine-5,6-dione 7-oxide 
• 452-58-4 2,3-Diaminopyridine 
• 3885-46-9 ethyl 3-(phenyl)quinoxaline-2-carboxylate 
• 53256-22-7 ethyl β-anilinocinnamate 
• 92427-66-2 3-phenylquinoxaline-2-carboxylic acid 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 62-53-3 aniline 
• 91-56-5 indole-2,3-dione 

Downstream Products

• 77505-52-3 N-(11H-indeno<1,2-b>-11-quinoxalinylidene)cyclohexylamine 
• 32849-87-9 N-(11H-indeno<1,2-b>-11-quinoxalinylidene)aniline 
• 32849-89-1 N-(2,3-benzo-1,4-diaza-9-fluorenylidene)-m-toluidine 
• 6965-50-0 11-Oxo-11H-indeno<1,2-b> chinoxalin-5-oxid 
• 92972-20-8 N-Indeno[1,2-b]quinoxalin-(11Z)-ylidene-N'-[4-phenyl-5H-thiazol-(2Z)-ylidene]-hydrazine 
• 92972-23-1 N-Indeno[1,2-b]quinoxalin-(11Z)-ylidene-N'-[4-p-tolyl-5H-thiazol-(2Z)-ylidene]-hydrazine 
• 92972-22-0 N-[4-(4-Chloro-phenyl)-5H-thiazol-(2Z)-ylidene]-N'-indeno[1,2-b]quinoxalin-(11Z)-ylidene-hydrazine 
• 92972-21-9 N-Indeno[1,2-b]quinoxalin-(11Z)-ylidene-N'-[4-(4-methoxy-phenyl)-5H-thiazol-(2Z)-ylidene]-hydrazine 
• 92972-24-2 N-[4-Biphenyl-4-yl-5H-thiazol-(2Z)-ylidene]-N'-indeno[1,2-b]quinoxalin-(11Z)-ylidene-hydrazine 
• 92972-25-3 N-Indeno[1,2-b]quinoxalin-(11Z)-ylidene-N'-[4-(4-nitro-phenyl)-5H-thiazol-(2Z)-ylidene]-hydrazine 
• 1346177-55-6 C₃₁H₂₃N₅O₄ 

Relevant academic research and scientific papers

Domino multicomponent approach for the synthesis of functionalized spiro-indeno[1,2-b]quinoxaline heterocyclic hybrids and their antimicrobial activity, synergistic effect and molecular docking simulation

An expedient synthesis of hitherto unexplored novel hybrid heterocycles comprising dispiropyrrolidine, N-styrylpiperidone and indeno[1,2-b]quinoxaline units has been developed via domino multicomponent 1,3-dipolar cycloaddition strategy employing a new cl

Expeditious construction of spiro-pyrrolidines by an autocatalytic one-pot, five-component, 1,3-dipolar cycloaddition of in situ generated azomethine ylides and olefinic dipolarophiles

Two series of previously unknown spiro-pyrrolidine derivatives were prepared by a five-component reaction that employed ninhydrin, 1,2-phenylenediamine, sarcosine, aldehydes, and malononitrile or cyanoacetic ester in a solvothermal synthesis. This is the first report of an autocatalytic five-component reaction involving a classical Huisgen reaction, in which the dipole - an azomethine ylide - and the dipolarophile were simultaneously generated in situ. The 1,3-dipolar cycloaddition reaction was found to proceed in a highly regio- and diastereoselective manner. The methodology for the preparation of the spiro-pyrrolidines could be an ideal tool for green chemistry and the synthesis of alkaloids. The highly regio- and stereoselective synthesis of new spiro-pyrrolodines by a combination of a five-component tandemKnoevenagel reaction with a [3+2] dipolarcycloaddition is described, for which azomethine ylides and olefinic dipolarophiles are generated in situ. Copyright

Synthesis of new spiro compounds proceeding from 11H-Indeno[1,2-b]quinoxalin-2-one

Reaction of 11H-indeno[1,2-b]quinoxalin-2-one with semi(thiosemi)carbazides in ethanol resulted in semi(thiosemi)carbazones which at boiling in acetic anhydride underwent cylization yielding N-{3′-acetyl-3′H-spiro[indeno[1,2-b]quinoxalin-11,2′-[1,3,4]oxa(

A sequential multicomponent reaction (SMCR) strategy: Synthesis of novel pyrazolo-1,4-dioxaspiro[4,5]decane grafted spiro-indenoquinoxaline pyrrolidine heterocycles

A facile and expedient one-pot sequential five-component synthesis of highly substituted trispiro-pyrrolidine heterocycles is described. The key step involves [3 + 2]-cycloaddition of azomethine ylide. This multicomponent reaction (MCR) strategy provides a mild reaction condition, high yield of the products, high regioselectivity, and operational simplicity to assemble complex structural entity in a single operation. The structure of product was confirmed by IR, 1H-NMR, 13C-NMR, and high-resolution mass spectroscopic analysis. A theoretical insight is provided through MM2 calculation for the formation of the observed products.

One-pot three-component synthesis of novel spiroindenoquinoxalines

Numerous new spiroindenoquinoxalines containing pyrano groups were synthesized via a one-pot, three-component reaction of indenoquinoxaline, malononitrile with various α-methylenecarbonyl compounds (β-diketones, pyrazolones) catalyzed by triethylamine.

An expedient ultrasonic assisted one-pot four component synthesis of novel ferrocene grafted pyrrolidine heterocycles via [3 + 2]-cycloaddition of azomethine ylides

An expedient one-pot four component ultrasonic assisted synthesis of novel ferrocene grafted spiro-pyrrolidine heterocycles via [3 + 2]-cycloaddition of azomethine ylides is described. The protocol provides a mild reaction conditions, high yield of product in short reaction time, high regioselectivity, operational simplicity and applicable to a wide variety of ferrocene derived dipolarophiles for the efficient synthesis of ferrocene appended heterocycles. The structures of cycloadducts were confirmed by spectroscopic analysis. X-ray analysis of the products adds conclusive support to the proposed structure.

Synthesis of new functionally substituted hetarylcarbamates from methyl {4-[(2E)-3-(4-methoxyphenyl)-prop-2-enoyl]phenyl}carbamate

Three-component condensation of methyl {4-[(2E)-3-(4-methoxyphenyl)prop-2-enoyl]phenyl}- carbamate with ninhydrin and L-proline in methanol–water (10: 1) afforded methyl {4-[1,3-dioxo-1′- (4-methoxyphenyl)-1,1′,2′,3,5′,6′,7′,7a′-octahydrospiro[indene-2,3′

Metal-free regioselective construction of diazabenzo[e]acephenanthrylene-1,2-dicarboxylates via a phosphine-mediated cycloadditon

A number of new diazabenzo[e]acephenanthrylene-1,2-dicarboxylate derivatives have been prepared regiospecifically in moderate to good yields from the triphenylphosphine-mediated cyclocondensation reaction of dialkyl acetylenedicarboxylates with 1-(4-aryl)-2-(11H-indeno[1,2-b]quinoxalin-11-ylidene)ethanones, derived from reaction of ninhydrin, o-phenylenediamine, and 1-aryl-2-(triphenylphosphoranylidene)ethanones.

A synthesis of spirofuran-indenoquinoxalines via isocyanid-based one-pot four-component reaction

A simple and versatile procedure for the combinatorial synthesis of (Z)-dialkyl-5-(alkylimino)-5H-spiro[furan-2,11′-indeno[1,2-b]quinoxaline]-3,4-dicarboxylates via the catalyst-free one-pot four-component reaction of ninhydrin, benzene-1,2-diamines, dial

A synthetic route to 11-(1H-pyrrol-1-yl)-11H-indeno[1,2-b]quinoxaline derivatives exploiting a three-component coupling strategy under microwave irradiation

11H-Indeno[1,2-b]quinoxalin-11-ones generated in situ from ninhydrin and various 1,2-phenylenediamines, catalysed by montmorillonite K10 under microwave irradiation, condense with 4-hydroxyproline to produce 11-(1H-pyrrol-1-yl)-11H- indeno[1,2-b]quinoxaline derivatives in good yields.