16107-85-0Relevant articles and documents
An efficient and facile synthesis of quinoxaline derivatives catalyzed by KHSO4 at room temperature
Oskooie, Hossein A.,Heravi, Majid M.,Bakhtiari, Khadijeh,Taheri, Shima
, p. 875 - 877 (2007)
A facile synthesis of quinoxaline derivatives catalyzed by KHSO4 in very high yields at room temperature is reported.
MnCl2-promoted synthesis of quinoxaline derivatives at room temperature
Heravi, Majid M.,Bakhtiari, Khadijeh,Oskooie, Hossein A.,Taheri, Shima
, p. 218 - 220 (2008)
MnCl2 efficiently catalyzes the condensation of o-phenylenediamine derivatives with 1,2-diketones at room temperature to afford the corresponding quinoxaline derivatives in high yields.
Efficient route to quinoxalines catalyzed by sulfamic acid in tap water suspension
Li, Zhenjiang,Li, Weisi,Ren, Xinghua,Sun, Yingjie,Shi, Yuhu,Ouyang, Pingkai
, p. 125 - 130 (2007)
Quinoxalines were synthesized via direct condensations of o-phenylenediamines with α-diketones promoted by sulfamic acid at room temperature in tap water suspension in high yields and by simple work-up.
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
In water organic synthesis: Introducing itaconic acid as a recyclable acidic promoter for efficient and scalable synthesis of quinoxaline derivatives at room temperature
Tamuli, Kashyap J.,Nath, Shyamalendu,Bordoloi, Manobjyoti
supporting information, p. 983 - 1002 (2021/02/27)
Substituted quinoxaline derivatives are traditionally synthesized by co-condensation of various starting materials. Herein, we describe a novel environmentally benign in water synthetic route for the synthesis of structurally and electronically diverse ninety quinoxalines with readily available substituted o-phenylenediamine and 1,2-diketones using cheap and biodegradable itaconic acid as a mild acid promotor in 1 hours. The reaction is performed at room temperature, which proceeds through cyclo-condensation reaction followed by obtaining the aforesaid nitrogen-containing heterocyclic adducts without performing the column chromatography up to 96% total yields. The simplicity, high efficiency, and reusable of the catalyst merits this reaction condition as “green synthesis” which enables it to be useful in synthetic transformations upto gram scale level.
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.
