32387-86-3Relevant academic research and scientific papers
An efficient method for the synthesis of quinoxaline derivatives catalyzed by titanium silicate-1
Chandrachood, Pranav S.,Jadhav, Amol R.,Garud, Dinesh R.,Deshpande, Nirmala R.,Puranik, Vedavati G.,Kashalkar, Rajashree V.
, p. 5219 - 5230 (2020)
Abstract: A series of quinoxaline derivatives were efficiently synthesized by convenient and simple procedure in excellent yields using 1 wt.% of titanium silicate (TS-1) catalyzed reaction of 1,2-diamines and 1,2-diketones in methanol at room temperature
Green Hydrothermal Synthesis of Fluorescent 2,3-Diarylquinoxalines and Large-Scale Computational Comparison to Existing Alternatives
Amaya-García, Fabián,Caldera, Michael,Koren, Anna,Kubicek, Stefan,Menche, J?rg,Unterlass, Miriam M.
, p. 1853 - 1863 (2021/04/02)
Here, the hydrothermal synthesis (HTS) of 2,3-diarylquinoxalines from 1,2-diketones and o-phenylendiamines (o-PDAs) was achieved. The synthesis is simple, fast, and generates high yields, without requiring any organic solvents, strong acids or toxic catalysts. Reaction times down to 90 % in all cases). Moreover, it was shown that HTS has high compatibility: (i) hydrochlorides, a standard commercial form of amines, could be used directly as combined amine source and acidic catalyst, and (ii) Boc-diprotected o-PDA could be directly employed as substrate that underwent HT deprotection. A systematic large-scale computational comparison of all reported syntheses of the presented quinoxalines from the same starting compounds showed that this method is more environmentally friendly and less toxic than all existing methods and revealed generic synthetic routes for improving reaction yields. Finally, the application of the synthesized compounds as fluorescent dyes for cell staining was explored.
N-Bromosuccinimide-Mediated Synthesis of Substituted Quinoxalines
Chan, Chieh-Kai,Chang, Meng-Yang
, p. 3785 - 3793 (2016/10/30)
An efficient and simple N-bromosuccinimide-mediated two-step synthesis of substituted quinoxalines from 1,2-diarylacetylenes and 1,2-diaminobenzenes in boiling AcOH, during a one-pot procedure has been developed. All the structures of the substituted quinoxalines were confirmed, some by single-crystal X-ray crystallography. Possible reaction pathways were discussed, and some data were matched with the previous work.
A new facile, efficient synthesis and structure peculiarity of quinoxaline derivatives with two benzimidazole fragments
Mamedov, Vakhid A.,Zhukova, Nataliya A.,Syakaev, Victor V.,Gubaidullin, Aidar T.,Beschastnova, Tat'Yana N.,Adgamova, Dil'Bar I.,Samigullina, Aida I.,Latypov, Shamil K.
supporting information, p. 1403 - 1416 (2013/02/23)
A highly efficient and versatile method for the synthesis of quinoxaline derivatives with two benzimidazole fragments have been developed on the basis of the ring contraction of 3-(benzimidazo-2-yl)quinoxalin-2(1H)-one with 1,2-diaminobenzene and its various types of substituted and condensed derivatives. Owing to the inter- and intramolecular processes, involving self association, proton exchange, conformational, and/or tautomeric exchanges between several forms for most of the bis-benzimidazolylquinoxalines signals of bridged and neighboring carbon atoms and the hydrogen atoms of the neighboring carbon atoms of benzimidazole fragments in the NMR spectra are broadened. The conjugation between the benzimidazole fragments and the quinoxaline core of the molecules is increased from the quinoxaline derivative (10c) to its thiadiazol[f]- (17) and pyrrolo[a]-(19) annulated derivatives, resulting in a greater planarity of the molecule as a whole.
Glycerin and CeCl3 7H2O: A new and efficient recyclable reaction medium for the synthesis of quinoxalines
Venkat Narsaiah,Kranthi Kumar
experimental part, p. 883 - 892 (2012/03/11)
An efficient and environmentally benign process for the synthesis of quinoxalines has been developed using glycerine-cerium chloride as a reaction medium. This method is applicable to a variety of diketones and 1,2-phenylenediamines to afford the corresponding quinoxaline derivatives in excellent yields. The reaction medium was recovered and reused for further reactions without any problem. Taylor & Francis Group, LLC.
General microwave-assisted protocols for the expedient synthesis of quinoxalines and heterocyclic pyrazines
Zhao, Zhijian,Wisnoski, David D.,Wolkenberg, Scott E.,Leister, William H.,Wang, Yi,Lindsley, Craig W.
, p. 4873 - 4876 (2007/10/03)
Functionalized quinoxalines and heterocyclic pyrazines are expediently prepared in excellent yields (69-99%) from common 1,2-diketone intermediates under microwave irradiation. In addition to being general for a variety of aryl/heteroaryl 1,2-diamines and
