Hypervalent iodine oxidation of benzil-α-arylimino oximes:: an efficient synthesis of 2,3-diphenylquinoxaline-1-oxides

Hypervalent iodine oxidation of benzil-α-arylimino oximes:: an efficient synthesis of 2,3-diphenylquinoxaline-1-oxides
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DOI:
10.1016/j.tetlet.2006.04.086
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发表时间:
2006-07-12
影响因子:
1.8
通讯作者:
Singh, Shiv P.
Singh, Shiv P.
中科院分区:
化学4区
文献类型:
--
作者:
Aggarwal, Ranjana;Sumran, Garima;Singh, Shiv P.

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以二乙酸碘苯(IBD)为氧化剂,研究了氧化苯偶酰-α-芳亚胺肟3的温和、高效的合成方法。肟3是由(E)-苯偶酰单肟2与各种适当取代的苯胺1缩合得到的,在室温下用二乙酸碘苯在二氯甲烷中进行氧化环化,以优异的产率得到2,3-二苯基喹喔啉-1-氧化物4。(c)2006爱思唯尔有限公司版权所有。
A mild and efficient synthetic protocol for the oxidation of benzil-alpha-arylimino oximes 3 utilizing iodobenzene diacetate (IBD) as an oxidizing agent has been developed. Oximes 3, obtained by the condensation of (E)-benzil monoxime 2 with various appropriately substituted anilines 1, on treatment with iodobenzene diacetate in dichloromethane at room temperature underwent oxidative cyclization to afford 2,3-diphenylquinoxaline-1-oxide 4 in excellent yields. (c) 2006 Elsevier Ltd. All rights reserved.