7739-05-1

Upstream product

• 91-19-0 2,3-diethynylquinoxaline 
• 917-54-4 methyllithium 
• 2379-55-7 2,3-dimethylquinoxaline 
• 78-93-3 butanone 
• 106-89-8 epichlorohydrin 
• 88-74-4 2-nitro-aniline 
• 431-03-8 dimethylglyoxal 
• 4091-39-8 3-chloro-2-butanone 
• 95-54-5 1,2-diamino-benzene 
• 917-64-6 methyl magnesium iodide 

Downstream Products

• 2379-55-7 2,3-dimethylquinoxaline 
• 857763-04-3 2-(4-chlorophenethyl)-3-methylquinoxaline 
• 1721-89-7 2,3-dimethylquinoline 

Relevant academic research and scientific papers

One-pot synthesis of quinoxalines from reductive coupling of 2-nitroanilines and 1,2-diketones using indium

The one-pot reduction-cyclization of 2-nitroanilines and 1,2-diketones to give quinoxalines was investigated. Using indium and an appropriate acid such as acetic acid or indium(III) chloride, various quinoxaline derivatives including 2,3-dialkylquinoxalines, 2,3-diphenylquinoxalines, 2,3-di-2-thiophenylquinoxalines, 2,3-di(pyridin-2-yl)quinoxalines, and dibenzo[a,c]phenazines were synthesized in moderate to excellent yield.

Tetrabutylammonium Bromide-Catalyzed Transfer Hydrogenation of Quinoxaline with HBpin as a Hydrogen Source

A metal-free environmentally benign, simple, and efficient transfer hydrogenation process of quinoxaline has been developed using the HBpin reagent as a hydrogen source. This reaction is compatible with a variety of quinoxalines offering the desired tetrahydroquinoxalines in moderate-to-excellent yields with Bu4NBr as a noncorrosive and low-cost catalyst.

NaOH-Mediated Direct Synthesis of Quinoxalines from o-Nitroanilines and Alcohols via a Hydrogen-Transfer Strategy

A NaOH-mediated sustainable synthesis of functionalized quinoxalines is disclosed via redox condensation of o-nitroamines with diols and α-hydroxy ketones. Under optimized conditions, various o-nitroamines and alcohols are well tolerated to generate the desired products in 44-99% yields without transition metals and external redox additives.

Utilization of renewable formic acid from lignocellulosic biomass for the selective hydrogenation and/or N-methylation

Lignocellulosic biomass is one of the most abundant renewable sources in nature. Herein, we have developed the utilization of renewable formic acid from lignocellulosic biomass as a hydrogen source and a carbon source for the selective hydrogenation and further N-methylation of various quinolines and the derivatives, various indoles under mild conditions in high efficiencies. N-methylation of various anilines is also developed. Mechanistic studies indicate that the hydrogenation occurs via a transfer hydrogenation pathway.

A quantum-chemical approach to develop tetrahydroquinoxaline as potent ferroptosis inhibitors

Ferroptosis is a recently characterized form of regulated necrosis with the iron-dependent accumulation of (phospho)lipid hydroperoxides (LOOH). It has attracted considerable attention for its putative involvement in diverse pathophysiological processes, such as cardiovascular disease and neurodegeneration. Here we describe the discovery of tetrahydroquinoxaline, a novel scaffold of ferroptosis inhibitors based on quantum chemistry methods. Tetrahydroquinoxaline deviates showed very good inhibition of ferroptosis, while being non cytotoxic for human cancer cells. And, the advantage of them is their small molecular weight (MW. = 148 Da) that can be coupled with other drugs to form multi-target drugs to better meet the treatment of complicated diseases.

Tetrahydroquinoxaline compound, and preparation method and application thereof

The invention provides a tetrahydroquinoxaline compound, and a preparation method and application thereof. The chemical structure is shown in a formula I: the tetrahydroquinoxaline compound has good cell ferroptosis inhibition activity, and can be used fo

Switchable hydrogenation with a betaine-derived bifunctional Ir-NHC catalyst

A bifunctional iridium catalyst based on the 'uracil-abnormal NHC' hybrid ligand platform was developed for switchable hydrogenation of quinoxalines. Control studies suggested heterolytic H2 activation via a metal-ligand bifunctional operation to generate Ir-H and an adjacent protic O-H group for facile H+/H- transfer to quinoxaline. The presence of a base blocked the most essential H+-transfer step thus switching off the catalysis, while an acid stimulus reversed the action to switch on the reaction again.

Transfer hydrogenation of nitrogen heterocycles using a recyclable rhodium catalyst immobilized on bipyridine-periodic mesoporous organosilica

Transfer hydrogenation of unsaturated nitrogen heterocycles using a rhodium catalyst immobilized on bipyridine-periodic mesoporous organosilica (BPy-PMO) is described. The immobilized catalyst was prepared by mixing [Cp?RhCl2]2 (Cp?

Aerobic oxidative dehydrogenation of N-heterocycles catalyzed by cobalt porphyrin

An efficient catalytic procedure has been developed for the aerobic oxidative dehydrogenation of N-heterocycles by cobalt porphyrin in the absence of any additives. The catalytic system could tolerate various 1,2,3,4-tetrahydroquinoline derivatives and some other N-heterocycles. The corresponding N-heteroaromatics could be obtained in 59–86% yields. The mechanism investigation suggested that the aerobic oxidative dehydrogenation might proceed with imine intermediate through radical paths.

“Naked” Iridium(IV) Oxide Nanoparticles as Expedient and Robust Catalysts for Hydrogenation of Nitrogen Heterocycles: Remarkable Vicinal Substitution Effect and Recyclability

Iridium(IV) oxide nanoparticles were facilely prepared from iridium trichloride hydrate and sodium hydroxide by a ball-milling reaction at room temperature. The “naked” iridium nanocatalyst showed high stability and activity for the hydrogenation of a series of nitrogen heterocycles, for the first time, under a hydrogen balloon at room temperature with a selectivity of higher than 99%. Besides, an unprecedented substitution-dependent effect was discovered, where substrates with vicinal substituents on 2-, 3-, or 8-positions exhibited distinctly higher reaction rates than unsubstituted or remote substituted ones. Extraordinary recyclability was discovered in the hydrogenation of 2-methylquinoline for 30 runs without loss of activity. (Figure presented.).