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• 117902-03-1 1,2-dihydro-3-phenylpyrido<2,3-b>pyrazine 
• 67899-57-4 phenyl-3 tetrahydro-1,2,3,4-pyrido<2,3-b>pyrazine 
• 83769-59-9 phenyl-3 tetrahydro-5,6,7,8-pyrido<2,3-b>pyrazine 
• 129919-43-3 3-phenyl-8-<(p-tolylsulfonyl)methyl>pyrido<2.3-b>pyrazine 
• 129919-46-6 1,1a,1b,2-tetrahydro-1b-phenyl-1,2-bis(p-tolylsulfonyl)bisazirino<1.2-a:2'.1'-c>pyrido<2.3-e>pyrazine 
• 129919-47-7 1a,1b,2,7b-tetrahydro-5-phenyl-1,2-bis(p-tolylsulfonyl)1-H-azirino<1'.2':1.6>cyclopropa<4.5>pyrido<2.3-b>pyrazine 

Relevant academic research and scientific papers

An efficient and green procedure for the synthesis of quinoxaline derivatives using 3,5-bis(Trifluoromethyl)phenylammonium triflate (bfpat) organocatalyst

The application of 3,5-bis(trifluoromethyl)phenylammonium triflate (BFPAT) as a conven-ient new organocatalyst for the synthesis of quinoxaline derivatives is described. In the presence of BFPAT, one-pot synthesis of a wide variety of quinoxaline derivati

Copper-catalyzed aerobic oxidative coupling of o-phenylenediamines with 2-aryl/heteroarylethylamines: direct access to construct quinoxalines

A copper-catalyzed oxidative coupling reaction of o-phenylenediamines with 2-aryl/heteroarylethylamines using molecular oxygen as an oxidant has been developed. This approach provides a practical and direct access to construct quinoxalines in excellent yields at room temperature. The reaction has a broad substrate scope and exhibits excellent functional-group tolerance. This method could be easily scaled up and applied to the synthesis of biologically active molecules bearing a quinoxaline structural scaffold.

Synthetic method of quinoxaline heterocyclic compound

The invention provides a synthetic method of a quinoxaline heterocyclic compound. A quinoxaline heterocyclic derivative is prepared through one step by carrying out oxidation and cyclic condensation reaction on benzoin and ortho-diamine under the catalysis of a non-transition metal catalyst. According to the method, low-price and easily-available benzoin is used as a raw material, a water-soluble non-transition metal is used as a catalyst and convenient, economical and safe air is used as a direct oxidant to synthesize a target heterocyclic compound through one step at room temperature or a temperature slightly higher than the room temperature; the reaction condition is simple and mild; and inert gas protection is not needed as the synthesis is carried out in the air. The method is easy to operate, the only byproduct is water, the product is simple and easy to separate and purify, the yield is high, and the reaction condition requirement is relatively low, so that the method is wide in application range and has good research and industrial application prospects.

Syntheses, Cholinesterases Inhibition, and Molecular Docking Studies of Pyrido[2,3-b]pyrazine Derivatives

Cholinesterases, acetylcholinesterase (AChE) and butyrylcholinesterase (BChE), have a role in cholinergic deficit which evidently leads to Alzheimer's disease (AD). Inhibition of cholinesterases with small molecules is an attractive strategy in AD therapy. This study demonstrates synthesis of pyrido[2,3-b]pyrazines (6a-6q) series, their inhibitory activities against both cholinesterases, AChE and BChE, and molecular docking studies. The bioactivities data of pyrido[2,3-b]pyrazines showed 3-(3′-nitrophenyl)pyrido[2,3-b]pyrazine 6n a potent dual inhibitor among the series against both AChE and BChE with IC50 values of 0.466 ± 0.121 and 1.89 ± 0.05 μm, respectively. The analogues 3-(3′-methylphenyl)pyrido[2,3-b]pyrazine 6c and 3-(3′-fluorophenyl)pyrido[2,3-b]pyrazine 6f were found to be selective inhibition for BChE with IC50 values of 0.583 ± 0.052 μm and AChE with IC50 value of 0.899 ± 0.10 μm, respectively. Molecular docking studies of the active compounds suggested the putative binding modes with cholinesterases. The potent compounds among the series could potentially serves as good leads for the development of new cholinesterase inhibitors. A series of pyrido[2,3-b]pyrazine (6a-6q) derivatives has been synthesized and evaluated for inhibitory activities against cholinesterases; acetylcholinesterase, and butyrylcholinesterase. Molecular docking of active compounds was also performed to suggest the putative binding modes with cholinesterases.

Unexpected approach to the synthesis of 2-phenylquinoxalines and pyrido[2,3-b]pyrazines via a regioselective reaction

An unexpected approach to the preparation of quinoxaline and pyrido[2,3-b]pyrazine derivatives 5 is described. The reaction between 1H-indole-2,3-diones 1, 1-phenyl-2-(triphenylphosphoranylidene)ethanone (2), and benzene-1,2- or pyridine-2,3-diamines 3 proceeds in MeOH under reflux in good to excellent yields (Scheme 1 and Table). No co-catalyst or activator is required for this multi-component reaction (MCR), and the reaction is, from an experimental point of view, simple to perform. The structures of 5, 5′, and 6 were corroborated spectroscopically (IR, 1H- and 13C-NMR, and EI-MS) and were confirmed by comparison with reference compounds. A plausible mechanism for this type of reaction is proposed (Scheme 2). Copyright

Heterogeneous SnCl2/SiO2 versus homogeneous SnCl 2 acid catalysis in the benzo[N,N]-heterocyclic condensation

The scope of homogeneous Lewis acid-catalyzed benzo[N,N]-heterocyclic condensation was expanded to include the use of various metal salts not reported in the literature and SnCl2·2H2O was finally selected. Among various solid supports activated with SnCl2, heterogeneous SnCl2/SiO2 proved to be the most effective and significantly higher conversions were achieved compared to SnCl 2·2H2O itself. The results of TG-DTA and BET indicated that dispersed SnCl2 coordinates with surface hydroxyl groups of silica leading to formation of stable Lewis acid sites. Low catalyst loading, operational simplicity, practicability and applicability to various substrates render this eco-friendly approach as an interesting alternative to previously applied procedures.

A mild and convenient synthesis of quinoxalines via cyclization-oxidation process using DABCO as catalyst

An efficient and general method has been described for the synthesis of quinoxalines by the reaction of 1,2-diamines with phenacyl bromides in the presence of DABCO. The method is suitable for the preparation of functionalized quinoxalines.

Green oxidations: Titanium dioxide induced tandem oxidation coupling reactions

The application of titanium dioxide as an oxidant in tandem oxidation type processes is described. Under microwave irradiation, quinoxalines have been synthesized in good yields from the corresponding α-hydroxyketones.

Quinoxaline synthesis from α-hydroxy ketones via a tandem oxidation process using catalysed aerobic oxidation

The direct conversion of α-hydroxy ketones into quinoxalines via metal-catalysed aerobic oxidation followed by in situ trapping with aromatic 1,2-diamines is reported. Catalyst screening indicated that these transformations could be carried out efficiently using 2 mol% Pd(OAc) 2 or RuCl2(PPh3)3-TEMPO; the palladium system was utilised for a range of transformations.

Tandem oxidation processes for the preparation of nitrogen-containing heteroaromatic and heterocyclic compounds

α-Hydroxy ketones undergo manganese dioxide-mediated oxidation followed by in situ trapping with aromatic or aliphatic 1,2-diamines to give quinoxalines or dihydropyrazines, respectively, in a one-pot procedure which avoids the need to isolate the highly reactive dicarbonyl intermediates. The scope and limitations of these procedures are outlined and modifications to this procedure are discussed in which reduction is carried out in the same reaction vessel, generating piperazines, or oxidation, leading to pyrazines.