67899-59-6Relevant articles and documents
Iron-catalyzed one-pot synthesis of quinoxalines: Transfer hydrogenative condensation of 2-nitroanilines with vicinal diols
Chun, Simin,Hong, Junhwa,Hong, Suckchang,Lee, Seok Beom,Oh, Dong-Chan,Putta, Ramachandra Reddy
, p. 18225 - 18230 (2021/06/03)
Here, we report iron-catalyzed one-pot synthesis of quinoxalines via transfer hydrogenative condensation of 2-nitroanilines with vicinal diols. The tricarbonyl (η4-cyclopentadienone) iron complex, which is well known as the Kn?lker complex, catalyzed the oxidation of alcohols and the reduction of nitroarenes, and the corresponding carbonyl and 1,2-diaminobenzene intermediates were generated in situ. Trimethylamine N-oxide was used to activate the iron complex. Various unsymmetrical and symmetrical vicinal diols were applied for transfer hydrogenation, resulting in quinoxaline derivatives in 49-98% yields. A plausible mechanism was proposed based on a series of control experiments. The major advantages of this protocol are that no external redox reagents or additional base is needed and that water is liberated as the sole byproduct. This journal is
Ionic liquid functionalized cellulose as an efficient heterogeneous catalyst for the facile and green synthesis of benzoxazine, pyrazine and quinoxaline derivatives in aqueous media
Moghaddam, Sevil Vaghefi,Valizadeh, Hassan
, p. 1517 - 1524 (2016/07/06)
Immobilization of acidic ionic liquid, 1-methyl-3-(3-trimethoxysilylpropyl) imidazolium hydrogen sulfate on cellulose (Cell-[pmim]HSO4) as an efficient heterogenous catalyst for the simple and environmentally benign synthesis of benzoxazine, pyrazine and quinoxaline derivatives in aqueous media at room temperature is described. The catalyst was characterized by FTIR spectroscopy and X-ray diffraction pattern. This method provides several advantages such as mild reaction conditions, environmentally friendly catalyst, good to excellent yields and simple work-up procedure.
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.