3885-46-9Relevant articles and documents
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 (2002)
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
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
, 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.).
PIFA-promoted intramolecular oxidative C(aryl)-H amidation reaction: Synthesis of quinolino[3,4-b]quinoxalin-6(5H)-ones
Hu, Chunfang,Zhang, Zhiguo,Gao, Wenjing,Zhang, Guisheng,Liu, Tongxin,Liu, Qingfeng
supporting information, p. 665 - 671 (2018/01/03)
A facile and direct intramolecular oxidative C(aryl)-H amidation reaction was developed for the synthesis of quinolino[3,4-b]quinoxalin-6(5H)-ones in moderate to excellent yields starting from readily available materials by tethering the adjacent N-methoxyamide and aryl portions in the presence of phenyliodine(III) bis(trifluoroacetate) at room temperature. This metal-free approach is a valuable addition to the traditional methods already available for the preparation of these molecules.