70071-22-6Relevant academic research and scientific papers
Chemoselective synthesis of quinoxalines and benzimidazoles by silica gel catalysis
Li, Chunmei,Zhang, Furen,Yang, Zhen,Qi, Chenze
supporting information, p. 5430 - 5433 (2014/12/11)
Treatment of nitroolefins and o-phenylenediamine with silica gel catalyst produced quinoxalines mainly in THF, but gave benzimidazoles efficiently in water. Such a solvent-dependent chemoselective reaction has prominent features of affording two cyclized products selectively with the same substrate, short reaction time, operational simplicity, as well as available starting materials and nontoxic catalysts. In addition, the scope and limitations were explored and a plausible reaction mechanism is proposed.
AgNO2-mediated direct nitration of the quinoxaline tertiary benzylic C-H bond and direct conversion of 2-methyl quinoxalines into related nitriles
Wu, Degui,Zhang, Jian,Cui, Jianhai,Zhang, Wei,Liu, Yunkui
supporting information, p. 10857 - 10860 (2014/09/30)
A unique method for AgNO2-mediated direct nitration of the quinoxaline tertiary C-H bond and direct conversion of 2-methyl quinoxalines into 2-quinoxaline nitriles under oxidative conditions has been developed. This protocol provides an efficient way to access quinoxaline containing nitroalkanes and nitriles depending on different substrate selection. the Partner Organisations 2014.
Cu(II)-catalyzed synthesis of quinoxalines from o-phenylenediamines and nitroolefins
Chen, Yongxin,Li, Kangning,Zhao, Mingming,Li, Yuanjiao,Chen, Baohua
supporting information, p. 1627 - 1630 (2013/03/28)
An easy and efficient copper-catalyzed reaction for the synthesis of quinoxalines from o-phenylenediamines and nitroolefins is developed. This reaction could proceed well without additional base and be applied to various available substrates with a one-step synthetic procedure in moderate to good yields.
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.
A rapid synthesis of quinoxalines starting from ketones
Padmavathy,Nagendrappa, Gopalpur,Geetha
supporting information; experimental part, p. 544 - 547 (2011/03/18)
A fast and general synthesis of quinoxalines, performed in two stages or as a one-pot reaction, starting from ketones via their α-hydroxylimino ketone derivatives, and condensation of the latter with 1,2-diaminobenzene under microwave irradiation, is described.
Ketones as a new synthon for quinoxaline synthesis
Cho, Chan Sik,Ren, Wen Xiu,Shim, Sang Chul
, p. 4665 - 4667 (2008/03/12)
o-Phenylenediamines react with an array of ketones in PEG-400 at 60 °C under an atmosphere of air in the presence of KOH to afford the corresponding quinoxalines in good yields.
