59393-45-2Relevant academic research and scientific papers
Silver-Assisted Oxidative Isocyanide Insertion of Ethers: A Direct Approach to β-Carbonyl α-Iminonitriles
Zhao, Leiyang,Liu, Bingxin,Tan, Qitao,Ding, Chang-Hua,Xu, Bin
, p. 9223 - 9227 (2019/11/14)
An efficient silver-assisted oxidative coupling of simple ethers with tert-butyl isocyanide was realized in the presence of DDQ. The direct synthesis of high density functional β-carbonyl α-iminonitriles was achieved in a single step with high yields through the synergetic cascade isocyanide insertion into C(sp3)-H bond, where the isocyanide was used as crucial "CN" and "C=N" sources and the tert-butoxyl group acted as the carbonyl source. Diverse reactivity of β-carbonyl α-iminonitriles has been demonstrated.
Facile photochemical synthesis of α-ketoamides and quinoxalines from amines and benzoylacetonitrile under mild conditions
Zhou, Chao,Diao, Pinhui,Li, Xiaoji,Ge, Yanqin,Guo, Cheng
supporting information, p. 371 - 374 (2018/06/27)
A selective protocol for the synthesis of either α-ketoamides or quinoxaline derivatives under the same reaction conditions has been achieved simply by varying substitution number of amino-groups. The method features metal-free, room temperature and broad substrate scopes as well as no extra oxidant. This process applies to various substituent groups and gives products in moderate to good yield. Finally, a rational mechanism was proposed.
Isobutyl Nitrite-Mediated Synthesis of Quinoxalines through Double C?H Bond Amination of N-Aryl Enamines
Jiao, Yan-Xiao,Wei, Lin-Su,Zhao, Chun-Yang,Wei, Kai,Mo, Dong-Liang,Pan, Cheng-Xue,Su, Gui-Fa
supporting information, p. 4446 - 4451 (2018/10/20)
An efficient and metal-free double C?H bond amination of N-aryl enamines using isobutyl nitrite (IBN) has been developed. This method enables the preparation of functionalized quinoxalines in good to excellent yields and tolerates a variety of N-aryl enamines with diverse functional substituents. Mechanistic studies revealed the presence of a key β-imino oxime ester intermediate. A quinoxaline derivative could be prepared from β-carbonyl ester in one-pot sequence on a gram scale. Finally, two important quinoxaline scaffolds were easily prepared in moderate yields over two steps. (Figure presented.).
A 2- [...][...] method for synthesizing compound of
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Paragraph 0032; 0033; 0034; 0035, (2016/10/07)
The invention relates to the technical field of organic synthesis. Aiming at overcoming the problem that a present synthetic process of aryl nitrile compounds has a certain risks and utilizes an explosive nitrogen source, the invention provides a synthetic method for a 2-cyano quinoxaline compound. According to the synthetic method, the 2-cyano quinoxaline compound shown as a structural formula (II) is synthesized by using a 2-methyl quinoxaline derivative shown as a structural formula (I) as a raw material, a nitrite as a nitrogen source and a persulfate as an oxidant. A reaction formula is shown in the description. The method carries out cyanation on methyl directly, is relatively mild in reaction temperature, and does not involve any toxic nitrile source. Besides, the raw materials are easily available and in no need of pretreatment; the reaction is simple; and functional groups have high tolerance.
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
, 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.
Synthesis and antimalarial activity of new 3-arylquinoxaline-2-carbonitrile derivatives
Zarranz, Belen,Jaso, Andres,Aldana, Ignacio,Monge, Antonio,Maurel, Severine,Deharo, Eric,Jullian, Valerie,Sauvain, Michel
, p. 754 - 761 (2007/10/03)
New series of 3-arylquinoxaline-carbonitrile derivatives have been synthesized from various 5-substituted or 5,6-disubstituted benzofuroxanes and tested for their in vitro and in vivo activity against the erythrocytic development of Plasmodium falciparum
Preparation of Heteroarenecarbonitriles by Reaction of Haloheteroarenes with Potassium Cyanide Catalyzed by Sodium p-Toluenesulfinate
Miyashita, Akira,Suzuki, Yumiko,Ohta, Kiyono,Higashino, Takeo
, p. 345 - 356 (2007/10/02)
Several heteroarenecarbonitriles were prepared by reaction of haloheteroarenes with potassium cyanide catalyzed by sodium p-toluenesulfinate (1) or sodium methanesulfinate (2).In the reaction pathway, the cyanation proceeds through the formation of the su
Quinoxalines. XXVII. The cyanation of 2-substituted quinoxaline 4-oxides with trimethylsilyl cyanide
Iijima,Miyashita
, p. 661 - 663 (2007/10/02)
The deoxy-cyanation of 2-substituted quinoxaline 4-oxides (1a--k) with trimethylsilyl cyanide in the presence of 1,8-diazabicyclo[5.4.0.]undec-7-ene gave the corresponding 3-substituted 2-quinoxalinecarbonitriles (IIa--k). However, in the case of 2-(p-tol
