234-95-7

Usage

Synthesis Reference(s)

Tetrahedron, 52, p. 10751, 1996 DOI: 10.1016/0040-4020(96)00597-2

InChI:InChI=1/C11H8N2/c1-2-6-11-10(5-1)12-8-9-4-3-7-13(9)11/h1-8H

Upstream product

• 1003-29-8 2-pyrrole aldehyde 
• 615-43-0 2-iodophenylamine 
• 615-36-1 2-bromoaniline 
• 1252799-13-5 ethyl (E)-3-[1-(2-aminophenyl)-1H-pyrrol-2-yl]prop-2-enoate 
• 67-56-1 methanol 
• 33265-60-0 1-(2-nitrophenyl)-1H-pyrrole 
• 30186-39-1 N-phenylpyrrole-2-carbaldehyde 
• 6025-60-1 2-(1H-pyrrol-1-yl)aniline 
• 68-12-2 N,N-dimethyl-formamide 
• 127-19-5 N,N-dimethyl acetamide 
• 79-16-3 N-methyl-acetamide 
• 872-50-4 1-methyl-pyrrolidin-2-one 
• 626-67-5 N-methylcyclohexylamine 
• 103-83-3 N,N'-dimethylbenzylamine 

Downstream Products

• 79323-08-3 5-benzoyl-4-cyano-4,5-dihydropyrrolo<1,2-a>quinoxaline 
• 79323-13-0 5-benzenesulfonyl-4-cyano-4,5-dihydropyrrolo<1,2-a>quinoxaline 
• 79323-17-4 5-(2-chloromethylbenzoyl)-4-cyano-4,5-dihydropyrrolo<1,2-a>quinoxaline 
• 79323-12-9 4-benzoylpyrrolo<1,2-a>quinoxaline 
• 79323-10-7 5-benzoyl-4-cyano-4-methyl-4,5-dihydropyrrolo<1,2-a>quinoxaline 
• 18903-96-3 3-phenylpyrrolo[1,2-a]quinoxaline 
• 1240484-24-5 1,3-diphenylpyrrolo[1,2-a]quinoxaline 
• 1240484-25-6 1,3-bis(4-chlorophenyl)pyrrolo[1,2-a]quinoxaline 
• 1240484-26-7 1,3-bis(4-bromophenyl)pyrrolo-[1,2-a]quinoxaline 

Related news

A New Approach to Pyrrolo[1,2-a]quinoxaline Derivatives09/30/2019

In the presence of base, ethyl 2,2-dihydropoly(per)fluoroalkanoate(2) reacted with N-phenacyl benzimidazole bromide(1a-1b),N-acetonyl benzimidazole bromide(1c) and N-ethoxycarbonylmethyl benzimidazole bromide(1d) in DMF to give pyrrolo[1,2-a]quinoxaline derivatives(3ae-3dg) respectively.detailed

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Piperidine–iodine a dual system catalyst for synthesis of coumarin bearing pyrrolo[1,2-a]quinoxaline derivatives via a one-pot three-component reaction09/28/2019

The synthesis of 3-(4-alkyl-4,5-dihydropyrrolo[1,2-a]quinoxalin-4-yl)-2H-chromen-2-one derivatives by a three-component reaction of salicylaldehyde, β-keto esters, and 1-(2-aminophenyl)pyrrole using piperidine–iodine as a dual system catalyst is reported. Good yields, mild reaction conditions,...detailed

Relevant academic research and scientific papers

A Green Aerobic Oxidative Synthesis of Pyrrolo[1,2-a]quinoxalines from Simple Alcohols without Metals and Additives

A practical and concise protocol for the efficient preparation of pyrrolo[1,2-a]quinoxalines through a cascade of alcohol oxidation/imine formation/intramolecular cyclization/oxidative dehydrogenation has been established. A series of substituted pyrrolo[1,2-a]quinoxaline derivatives were constructed readily in yields of 53-93% from the cheap primary alcohols by using dioxygen as the terminal oxidant. Remarkably, the fact that no extra metals and additives were necessary makes this unprecedented aerobic oxidation process highly step- and atom-economical. The usefulness of this transformation was further demonstrated with the gram-scale synthesis of compound 3aa under standard conditions.

Transition-metal-free N-arylation: A general approach to aza-fused poly-heteroaromatics

A new and efficient method for the synthesis of various aza-fused poly-hetero aromatics has been described. This protocol includes an intermolecular condensation followed by metal-free base-promoted intramolecular C―N coupling reaction. The advantage of this one-pot transformation lies in the use of simple cyclic amidines-like compounds without prefunctionalization of the starting heterocycles.

Efficient copper-catalyzed annulation of 2-formylazoles with 2-haloanilines for the synthesis of pyrrole- and imidazole-fused quinoxalines

Promoted by CuI/2-hydroxybenzohydrazide catalytic system, a variety of pyrrole- and imidazole-fused quinoxalines have been efficiently one-pot synthesized from pyrrole-/imidazole-2-carboxaldehyde and 2-haloanilines in moderate to excellent yields. 2-Hydroxybenzohydrazide-promoted CuI-catalyzed one-pot annulation of pyrrole-/imidazole-2-carboxaldehyde with 2-haloanilines for the synthesis of pyrrolo[1,2-α]- and imidazo[1,2-α]quinoxalines under relatively mild conditions is described.

PEG-400 as a carbon synthon: Highly selective synthesis of quinolines and methylquinolines under metal-free conditions

A metal-free, peroxide-free, and efficient procedure for the highly selective synthesis of quinolines and methylquinolines was reported. The main feature of this method was that the same substrate can produce quinolines and methylquinolines, respectively, under different reaction conditions. PEG-400 was used as both a reactant and solvent in this reaction. The utility of the designed procedure was also demonstrated by the derivatization of the products to bioactive compounds. This journal is

N,N-Dimethylformamide as Carbon Synthons for the Synthesis ofN-Heterocycles: Pyrrolo/Indolo[1,2-a]quinoxalines and Quinazolin-4-ones

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Synthesis method of pyrrole[1,2-a]quinoxaline derivative

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Pyrrolo[1,2-a]quinoxalines: Insulin Mimetics that Exhibit Potent and Selective Inhibition against Protein Tyrosine Phosphatase 1B

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An iron-promoted method for the construction of pyrrolo[1,2-a]quinoxaline derivatives has been developed. Ferric chloride served as a promoter and as a Lewis acid in the reaction. Solvents provided the corresponding carbon sources simultaneously. The majority of solvents with terminal methyl groups, including ethers, amines and dimethyl sulfoxide, were reactive in the synthesis of quinoxaline derivatives at a certain yield via C-H(sp3) amination/C-O or C-N (C-S) cleavage. This method was applicable to a wide range of pyrrolo[1,2-a]quinoxaline and indolo[1,2-a]quinazoline substrates.

Unexpected activated carbon-catalyzed pyrrolo[1,2-a]quinoxalines synthesis in water

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