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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (05): 810-813. 上一篇    下一篇

研究论文

硝酸铈铵氧化芳基取代的β-酮酸酯的偶联反应

宋佳囡a，李新生a,b，徐东成*,a,b，蔡玲玲a   

  1. (a浙江师范大学化学与生命科学学院化学系 金华 321004)
    (b浙江省固体表面反应化学重点实验室 金华 321004)
  • 收稿日期:2007-08-31 修回日期:2007-10-24 发布日期:2008-05-20
  • 通讯作者: 徐东成

Oxidative Cross-Coupling of Substituted Aryl β-Ketoesters by Cerium Ammonium Nitrate

SONG Jia-Nana,LI Xin-Shenga,b,XU Dong-Cheng*,a,b,CAI Ling-Linga   

  1. (a Department of Chemistry and Life Science, Zhejiang Normal University, Jinhua 321004)
    (b Zhejiang Key Laboratory for Reactive Chemistry on Solid Surface, Jinhua 321004)
  • Received:2007-08-31 Revised:2007-10-24 Published:2008-05-20
  • Contact: XU Dong-Cheng

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报道一种制备芳基取代的1,4-二酮类化合物的温和简便方法, 以乙腈水溶液为溶剂, 硝酸铈铵为氧化剂, 对芳基取代的β-酮酸酯进行氧化偶联, 最高可以94%的产率得到双分子二聚产物, 为硝酸铈铵对1,3-二酮类化合物的氧化反应机理提供了有力证据.

关键词: 硝酸铈铵, 偶联, β-酮酸酯, 1,4-二酮

A mild method for preparation of 1,4-diketone via the intermolecular coupling of substituted aryl β-ketoesters by use of cerium ambmonium nitrate in CH3CN/H2O has been reported. The procedure provided a convenient method for synthesis of 1,4-diketones in up to 92% yields and a powerful evidence of the oxidation mechanism by cerium ambmonium nitrate.

Key words: cross-coupling, β-ketoester, 1,4-diketone, cerium ammonium nitrate