有机化学 ›› 2021, Vol. 41 ›› Issue (11): 4450-4458.DOI: 10.6023/cjoc202105045 上一篇    下一篇

研究论文

利用aza-Michael/Michael串联环化反应合成螺巴比妥哌啶酮衍生物

刘雪华a, 王川川b, 王新璐a, 马志伟b, 孟蕾c, 丁德刚b, 刘俊桃b, 陈亚静a,*()   

  1. a 郑州大学药学院 郑州 450001
    b 河南牧业经济学院理学部 郑州 450046
    c 河南省兽药饲料监察所 郑州 450008
  • 收稿日期:2021-05-26 修回日期:2021-07-02 发布日期:2021-07-23
  • 通讯作者: 陈亚静
  • 作者简介:
    † 共同第一作者.
  • 基金资助:
    河南省重点研发与推广专项(科技攻关)(202102110067); 河南省重点研发与推广专项(科技攻关)(212102110439); 河南省自然科学基金(202300410188); 河南省自然科学基金(212300410152); 河南牧业经济学院(2019HNUAHEDF011); 河南牧业经济学院(XKYCXJJ2020006)

Synthesis of Spirobarbiturate Piperidin-2-one Derivatives via Cascade Aza-Michael/Michael Cyclization Reaction

Xuehua Liua, Chuanchuan Wangb, Xinlu Wanga, Zhiwei Mab, Lei Mengc, Degang Dingb, Juntao Liub, Yajing Chena()   

  1. a School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001
    b Faculty of Science, Henan University of Animal Husbandry and Economy, Zhengzhou 450046
    c Henan Institute of Veterinary Drug and Feed Control, Zhengzhou 450008
  • Received:2021-05-26 Revised:2021-07-02 Published:2021-07-23
  • Contact: Yajing Chen
  • About author:
    † These authors contributed equally to this work.
  • Supported by:
    Key Scientific and Technological Project of Henan Province(202102110067); Key Scientific and Technological Project of Henan Province(212102110439); Natural Science Foundation of Henan Province(202300410188); Natural Science Foundation of Henan Province(212300410152); Henan University of Animal Husbandry and Economy(2019HNUAHEDF011); Henan University of Animal Husbandry and Economy(XKYCXJJ2020006)

发展了巴比妥衍生烯烃化合物与N-烷氧基丙烯酰胺之间的串联aza-Michael/分子内Michael加成反应. 该反应条件温和, 适用于克级制备, 为具有生物活性的螺巴比妥分子的高效合成提供了一种实用的方法.

关键词: 螺巴比妥, 哌啶酮, 串联反应, Michael加成

A highly efficient cascade aza-Michael/intramolecular-Michael reaction employing barbiturate-derived alkenes and N-alkoxy acrylamides has been developed. The reaction proceeds smoothly under mild conditions and is amenable to gram scale synthesis, providing a practical tool in the synthesis of bioactive spirobarbiturate piperidin-2-ones molecules in moderate to good yields.

Key words: spirobarbiturate, piperidin-2-one, cascade reaction, Michael addition