1684-14-6Relevant articles and documents
Green and efficient synthesis of quinoxaline derivatives via ceric ammonium nitrate promoted and in situ aerobic oxidation of α-hydroxy ketones and α-keto oximes in aqueous media
Shaabani, Ahmad,Maleki, Ali
, p. 79 - 81 (2008)
The direct conversion of α-hydroxy ketones and α-keto oximes into quinoxaline derivatives in the presence of a catalytic amount of ceric ammonium nitrate via metal-catalyzed aerobic oxidation followed by in situ trapping with aromatic 1,2-diamines in water as a green and efficient reaction media, is reported.
Comprehensive experimental investigation of mechanically induced 1,4-diazines synthesis in solid state
Oliveira, Paulo F.M.,Haruta, Naoki,Chamayou, Alain,Guidetti, Brigitte,Baltas, Michel,Tanaka, Kazuyoshi,Sato, Tohru,Baron, Michel
, p. 2305 - 2310 (2017)
Compared mechanosynthesis of two condensed 1,4-diazines were investigated in ball milling conditions from o-phenylenediamine. 13C CP-MAS NMR revealed a hemiaminal intermediate for dibenzo[a,c]phenazine synthesis accumulated under mechanical act
2-Iodo benzoic acid: An unconventional precursor for the one pot multi-component synthesis of quinoxaline using organo Cu (II) catalyst
Saha, Bittu,Mitra, Bijeta,Brahmin, Dhiraj,Sinha, Biswajit,Ghosh, Pranab
, p. 3657 - 3663 (2018)
This is the first reported, unconventional, efficient strategy for the synthesis of quinoxaline from 2 to iodo benzoic acid and sodium azide in presence of organo Cu (II) catalyst. Herein, a very simple, versatile one pot multi-component protocol for the synthesis of biologically active compound, quinoxaline has been described via Schmidt reaction and the nucleophilic substitution reaction. The isolated compounds were characterized by 1H NMR, 13C NMR. Our reported organo catalyst was characterized by single crystal XRD, SEM.
Synthesis, characterization and catalytic activity of oxovanadium(IV) complexes of heterocyclic acid hydrazones
Pandey, Manju,Sunaja Devi,Sreeja
, p. 4135 - 4137 (2015)
Two acid hydrazones, furan-2-carbaldehyde nicotinic hydrazone (L1) and furan-2-carbaldehyde benzhydrazone (L2) have been synthesized and they are characterized by elemental analysis, IR, NMR and UV spectral analysis. Oxovanadium(IV) complexes of these two
Biomass into chemicals: One-pot two- and three-step synthesis of quinoxalines from biomass-derived glycols and 1,2-dinitrobenzene derivatives using supported gold nanoparticles as catalysts
Climent,Corma,Hernandez,Hungria,Iborra,Martinez-Silvestre
, p. 118 - 129 (2012)
An efficient and selective one-pot two-step method, for the synthesis of quinoxalines by oxidative coupling of vicinal diols with 1,2-phenylenediamine derivatives, has been developed by using gold nanoparticles supported on nanoparticulated ceria (Au/CeO2) or hydrotalcite (Au/HT) as catalysts and air as oxidant, in the absence of any homogeneous base. Reaction kinetics shows that the reaction controlling step is the oxidation of the diol to α-hydroxycarbonyl compound. Furthermore, a one-pot three-step synthesis of 2-methylquinoxaline starting from 1,2-dinitrobenzene and 1,2-propanediol has been successfully carried out with 98% conversion and 83% global yield to the final product.
Tungstophosphoric acid/mesoporous silicas as suitable catalysts in quinoxaline synthesis
Langer, Peter,Luque, Rafael,Palermo, Valeria,Pizzio, Luis R.,Romanelli, Gustavo P.,Sosa, Alexis A.
, (2021/12/16)
Quinoxalines and their derivatives are of great value in the chemical and biological sciences. These compounds are found in dyes, agrochemicals, and are used as building blocks of drugs for the treatment of different diseases. Quinoxalines and their deriv
Regioselective Radical Arene Amination for the Concise Synthesis ofortho-Phenylenediamines
Gillespie, James E.,Morrill, Charlotte,Phipps, Robert J.
, p. 9355 - 9360 (2021/07/19)
The formation of arene C-N bonds directly from C-H bonds is of great importance and there has been rapid recent development of methods for achieving this through radical mechanisms, often involving reactiveN-centered radicals. A major challenge associated with these advances is that of regiocontrol, with mixtures of regioisomeric products obtained in most protocols, limiting broader utility. We have designed a system that utilizes attractive noncovalent interactions between an anionic substrate and an incoming radical cation in order to guide the latter to the areneorthoposition. The anionic substrate takes the form of a sulfamate-protected aniline and telescoped cleavage of the sulfamate group after amination leads directly toortho-phenylenediamines, key building blocks for a range of medicinally relevant diazoles. Our method can deliver both free amines and monoalkyl amines allowing access to unsymmetrical, selectively monoalkylated benzimidazoles and benzotriazoles. As well as providing concise access to valuableortho-phenylenediamines, this work demonstrates the potential for utilizing noncovalent interactions to control positional selectivity in radical reactions.
One-pot synthesis of cyclohexylamine and: N -aryl pyrroles via hydrogenation of nitroarenes over the Pd0.5Ru0.5-PVP catalyst
Chaudhari, Chandan,Sato, Katsutoshi,Ikeda, Yasuyuki,Terada, Kenji,Abe, Naoya,Nagaoka, Katsutoshi
, p. 9743 - 9746 (2021/06/15)
The direct synthesis of cyclohexylamine via the hydrogenation of nitrobenzene over monometallic (Pd, Ru or Rh) and bimetallic (PdxRu1-x) catalysts was studied. The Pd0.5Ru0.5-PVP catalyst was the most effective catalyst for this reaction. The catalyst can be reused and applied for the synthesis of N-aryl pyrroles and quinoxalines from nitrobenzenes.