61522-54-1Relevant articles and documents
Method for synthesizing quinoxaline compounds through double-protein catalytic cascade reaction
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Paragraph 0044-0050, (2021/01/25)
The invention relates to the technical field of biological catalytic synthesis and particularly discloses a method for synthesizing quinoxaline compounds by a double-protein catalytic cascade reaction. The method comprises the steps as follows: a beta-keto ester compound, substituted o-phenylenediamine and methylphenylsulfonyl azido are taken as reactants to be dissolved in a solvent, a catalyst and a surfactant are added, the mixture is stirred to react to produce a product, and the product is sequentially dried, concentrated and purified, wherein the solvent is water, and the catalyst is procine pancreaslipase (PPL) and hemoglobin from bovine blood (HbBv). The process is convenient, a heme protein catalytic carbene reaction and a lipase protein catalytic reaction are coupled to constructa green method for synthesizing quinoxaline compound by double proteins by a one-pot method, the target product can be rapidly and conveniently synthesized, meanwhile, synthesis is completed in water, and the problems that the existing quinoxaline compound preparation method comprises more synthesis steps and is not green and environmentally friendly enough are solved.
A dual-protein cascade reaction for the regioselective synthesis of quinoxalines
Li, Fengxi,Li, Zhengqiang,Tang, Xuyong,Wang, Chunyu,Wang, Lei,Wang, Zhi,Xu, Yaning
supporting information, p. 3900 - 3904 (2020/06/08)
In this work, an efficient dual-protein (lipase and hemoglobin) system was successfully constructed for the regioselective synthesis of quinoxalines in water. A set of quinoxalines were obtained in high yields under optimal reaction conditions. This dual-protein method exhibited a regioselectivity higher than those of previously reported methods. This study not only provides a green and mild strategy for the synthesis of quinoxalines but also expands the application of lipase and hemoglobin in organic synthesis.
Preparation method of high-purity 3-methylquinoxaline-2-carboxylic acid
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Paragraph 0081-0083, (2018/09/12)
The invention discloses a preparation method of high-purity 3-methylquinoxaline-2-carboxylic acid. The preparation method comprises the following steps: enabling a compound shown as a formula III to react with acetate to obtain a compound shown as a formula II; enabling the compound shown as the formula II to react with o-phenylenediamine under an acidic condition to prepare a compound shows as aformula I; then, preparing the 3-methylquinoxaline-2-carboxylic acid from the compound shown as the formula I. The preparation method has the advantages of short process route, easiness and convenience in operation, mild conditions, readily-available raw materials, and higher yield and purity of the obtained product. As proved by results of qualitative and quantitative analysis performed on the product by the analysis measures of magnetic resonance imaging, high performance liquid chromatography, gas chromatography and the like, the moisture and solvent residue content in the product are extremely low, and a sample has high uniformity and storage stability, and meets the requirement as a standard product. The formulas I, II and III are shown in the description.
Iron-Catalyzed Annulation of 1,2-Diamines and Diazodicarbonyls for Diverse and Polyfunctionalized Quinoxalines, Pyrazines, and Benzoquinoxalines in Water
Pandit, Rameshwar Prasad,Kim, Sung Hong,Lee, Yong Rok
supporting information, p. 3586 - 3599 (2016/11/25)
A novel and facile iron-catalyzed tandem annulation of o-phenylenediamines and diazocarbonyls in water for the construction of polyfunctionalized quinoxalines has been developed. The key strategy includes the one-pot domino N?H insertion, cyclization, and
Quinoxaline synthesis in novel tandem one-pot protocol
Anil Kumar,Madhav,Harsha Vardhan Reddy,Nageswar
supporting information; experimental part, p. 2862 - 2865 (2011/06/21)
A variety of quinoxalines were synthesized via tandem one-pot procedure for the first time in water medium. The key strategy was the in situ preparation of α-halo-β-keto esters by the reaction of N-bromo succinimide with β-keto esters and further condensa
Improved synthesis of substituted quinoxalines from new N=N-polymerbound 1,2-diaza-1,3-butadienes
Attanasi, Orazio A.,De Crescentini, Lucia,Filippone, Paolino,Mantellini, Fabio,Santeusanio, Stefania
, p. 1183 - 1185 (2007/10/03)
The first general protocol for the preparation of different N=N-polymer-bound 1,2-diaza-1,3-butadienes is reported. The utility of these supported reagents in the solid-phase in the preparation of 3-methyl quinoxaline-2-carboxylates by reaction with aroma
Reactivity of 2-Halo-2H-azirines. 1. Reactions with Nucleophiles
Melo, Teresa M. V. D. Pinho e,Lopes, Claudia S. J.,Gonsalves, Antonio M. d'A Rocha,Beja, Ana M.,Paixao, Jose A.,Silva, Manuela R.,Veiga, Luiz Alte da
, p. 66 - 71 (2007/10/03)
Nucleophilic substitution reactions of 2-halo-2H-azirines 1a, 1b, 1d, and 1e with potassium phthalimide and aniline allowed the preparation of new substituted 2H-azirines 2-5. The reactions of 2-bromo-2H-azirine 1a with methylamine led to the synthesis of
A new convenient liquid- and solid-phase synthesis of quinoxalines from (E)-3-diazenylbut-2-enes
Attanasi, Orazio A.,De Crescentini, Lucia,Filippone, Paolino,Mantellini, Fabio,Santeusanio, Stefania
, p. 2379 - 2386 (2007/10/03)
3-{[(tert-Butoxy)carbonyl]diazenyl} but-2-enoates react in tetrahydrofuran at room temperature with aromatic 1,2-diamines to give 3-methylquinoxaline-2-carboxylates. These products were also obtained in solid-phase synthesis, by using polymer-bound 3-diaz
2-(((p-Nitrophenyl)sulfonyl)oxy)-3-keto Esters: Versatile Intermediates for the Preparation of 1,2,3-Tricarbonyl Compounds
Hoffman, Robert V.,Kim, Hwa-Ok,Wilson, Anna Lee
, p. 2820 - 2822 (2007/10/02)
The excellent leaving ability of the nosylate group and the high, differentiated functional group density in 2-(((p-nitrophenyl)sulfonyl)oxy)-3-keto esters, 1, suggested that they might serve as versatile precursors for the synthesis of other 1,2,3-trifunctionalized compounds.Reaction of 2-(nosyloxy)-3-keto esters with triethylamine gives 1,2,3-tricarbonyl compounds in high yields.The tricarbonyl compound can be reacted, without isolation, with nucleophiles to give heterocyclic products in excellent yields.