有机化学 ›› 2008, Vol. 28 ›› Issue (12): 2132-2136. 上一篇    下一篇

研究论文

α-卤代酮与芳香二胺经氧化-缩合过程一锅法合成喹喔啉衍生物

吴红伟 ; 杨高升*   

  1. (安徽师范大学化学与材料科学学院 芜湖 241000)
  • 收稿日期:2008-03-24 修回日期:2008-06-05 发布日期:2008-12-28
  • 通讯作者: 杨高升

One-Pot Synthesis of Quinoxalines from α-Haloketones and Aromatic 1,2-Diamines via an Oxidation-Condensation Process

WU, Hong-Wei ; YANG, Gao-Sheng*   

  1. (College of Chemistry and Materials Science, Anhui Normal University, Wuhu 241000)
  • Received:2008-03-24 Revised:2008-06-05 Published:2008-12-28
  • Contact: YANG, Gao-Sheng

在二甲亚砜作用下, α-卤代酮与芳香1,2-二胺反应, 得到较高产率的喹喔啉衍生物. 结果表明反应经历一个串联的氧化-缩合过程. 二甲亚砜现场氧化α-卤代酮, 生成的二羰基化合物与芳香1,2-二胺缩合成喹喔啉衍生物.

关键词: 喹喔啉, α-卤代酮, 芳香1,2-二胺

In the presence of DMSO, the reaction of α-haloketones with aromatic 1,2-diamines afforded quinoxalines in moderate to high yields. The results disclosed that it was a one-pot tandem oxidation-condensation procedure. The DMSO-mediated in-situ oxidation of the α-haloketone leads to the dicarbonyl compound which is immediately trapped by the aromatic 1,2-diamine.

Key words: α-haloketone, quinoxaline, aromatic 1,2-diamine