54107-99-2Relevant articles and documents
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.).
Efficient synthesis method of quinoxalinone derivatives
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Paragraph 0023; 0030; 0031; 0033; 0075; 0076, (2016/10/09)
The invention discloses a synthesis method of quinoxalinone derivatives. According to the new route, enamine compounds obtained by synthesizing ordinary arylamine, keto ester, 3-oxo-nitrile or 1,3-dicarbonyl are used as the raw material, and 2,3-disubstit
Hypervalent iodine(III)-promoted: N -incorporation into N -aryl vinylogous carbamates to quinoxaline diesters: Access to 1,4,5,8-tetraazaphenanthrene
Sagar,Vidaycharan, Shinde,Shinde, Anand H.,Sharada, Duddu S.
supporting information, p. 4018 - 4022 (2016/06/14)
A novel oxidative N-incorporation strategy for synthesis of quinoxaline diesters under metal-free conditions is described for the first time. The mild reaction conditions allow for this transformation via the formation of two C(sp2)-N bonds utilizing cheaply available NaN3 as the N-atom source. N-Aryl vinylogous carbamates in this study undergo azidation at enamino C(sp2)-H selectively. The robustness of this strategy is further demonstrated by the synthesis of a valuable 1,4,5,8-tetraazaphenanthrene derivative using a mild and convenient approach.
Hypervalent iodine(iii)-induced oxidative [4+2] annulation of o-phenylenediamines and electron-deficient alkynes: Direct synthesis of quinoxalines from alkyne substrates under metal-free conditions
Okumura, Sota,Takeda, Youhei,Kiyokawa, Kensuke,Minakata, Satoshi
supporting information, p. 9266 - 9268 (2013/10/01)
Hypervalent iodine(iii)-induced oxidative [4+2] annulation of o-phenylenediamines and electron-deficient alkynes under metal-free conditions has been developed. The reaction allows for direct access to quinoxalines bearing two electron-withdrawing groups in an efficient manner.
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
Novel Benzyne Additions to the 1,2,5-Thiadiazole and 1,2,5-Selenadiazole Ring Systems
Bryce, Martin R.,Hanson, Peter,Vernon, John M.
, p. 299 - 300 (2007/10/02)
Novel modes of benzyne addition to 3,4-dimethyl-1,2,5-thiadiazole and 3,4-dimethyl-1,2,5-selenadiazole afford methyl derivatives of three heterocyclic systems: quinoxaline, 1,2-benzisothiazole, and 1,3-benzoselenazole respectively.