高等学校化学学报 ›› 2012, Vol. 33 ›› Issue (05): 954.doi: 10.3969/j.issn.0251-0790.2012.05.016

• 有机化学 • 上一篇    下一篇

无溶剂超声辐射下硝酸镱高效催化合成 1,4-二氢吡啶衍生物

赵兴华, 牟书勇, 赵莉   

  1. 中国科学院新疆生态与地理研究所, 乌鲁木齐 830011
  • 收稿日期:2011-09-05 出版日期:2012-05-10 发布日期:2012-05-10
  • 作者简介:赵兴华, 女, 助理工程师, 主要从事有机合成研究. E-mail: zhaoxinghuamm520@163.com
  • 基金资助:

    中国科学院仪器设备功能开发技术创新项目(批准号: y131101001)资助.

Solvent-free Synthesis of 1,4-Dihydropyridine Derivatives under Ultrasonic Irradiation with Ytterbium Nitrate as Catalyst

ZHAO Xing-Hua, MU Shu-Yong, ZHAO Li   

  1. Xinjiang Institute of Ecology and Geography, Chinese Academy of Sciences, Urumqi 830011, China
  • Received:2011-09-05 Online:2012-05-10 Published:2012-05-10

摘要: 在Yb(NO3)3催化下, 芳香醛、 5,5-二甲基-1,3-环己二酮、 乙酰乙酸乙酯和醋酸铵在室温无溶剂条件下经超声辐射一锅法合成了一系列1,4-二氢吡啶衍生物, 反应时间为15~35 min, 产率为86%~97%. 该方法具有条件温和、 反应时间短且产率高的优点. 催化剂Yb(NO3)3对环境友好且可循环使用, 为此类化合物的合成提供了一种有效的新方法.

关键词: Yb(NO3)3, 无溶剂合成, 超声波辐射, 1,4-二氢吡啶衍生物

Abstract: 1,4-Dihydropyridine(DHP) derivatives are important class of pharmacological active compounds. In order to develop enriched methods for synthesis of 1,4-dihydropyridine derivatives, an one-pot four component Hantzsch condensation reaction of aryl aldehydes, 5,5-dimethyl-1,3-cyclohex-aedione, ethyl acetoacetate and ammonium acetate was investigated by employing Yb(NO3)3 as catalyst, without solvent under ultrasonic irradiation at room temperature. It was found that the reaction was carried out in the presence of Yb(NO3)3, the yield ranged from 86% to 97%, the reaction time was 15-35 min. Compared to the classical Hantzsch condensation reaction, the main advantages of the present procedure were milder conditions, shorter reaction time and higher yields, which afforded an effective method to synthesize 1,4-dihydropyridine derivatives. Further study showed that Yb(NO3)3 was environmentally friendly and reused for three times without any noticeable decrease in the catalytic activity.

Key words: Yb(NO3)3, Solvent-free synthesis, Ultrasonic irradiation, 1,4-Dihydropyridine derivative

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