应用化学 ›› 2017, Vol. 34 ›› Issue (5): 534-540.DOI: 10.11944/j.issn.1000-0518.2017.05.160286

• 研究论文 • 上一篇    下一篇

N-甲基吡咯烷酮作为一碳合成子在曼尼希反应中的应用

王薪(),孙凯   

  1. 安阳师范学院化学化工学院 河南 安阳 455000
  • 收稿日期:2016-07-12 接受日期:2016-10-08 出版日期:2017-05-02 发布日期:2017-05-02
  • 通讯作者: 王薪
  • 基金资助:
    国家自然科学基金资助项目(U1504210),吉林省有机功能分子设计与合成重点实验室资助项目(130028651)

Application of N-Methyl-2-pyrrolidinone as One Carbon Synthon in Mannich Reactions

WANG Xin(),SUN Kai   

  1. College of Chemistry and Chemical Engineering,Anyang Normal University,Anyang,He'nan 455000,China
  • Received:2016-07-12 Accepted:2016-10-08 Published:2017-05-02 Online:2017-05-02
  • Contact: WANG Xin
  • Supported by:
    Supported by the National Natural Science Foundation of China(No.U1504210), Funds of the Key Laboratory of Organic Functional Molecule Design and Synthesis of Jilin Province(No.130028651)

摘要:

以苯乙酮衍生物为原料,N-甲基吡咯烷酮替代甲醛类似物,考察了其作为一碳合成子在曼尼希反应中的应用。 在最优条件下,以46%~93%的收率成功合成了系列曼尼希碱衍生物。 该反应底物范围宽泛,官能团兼容性好,并且初步研究了该反应的机理。

关键词: 曼尼希碱, N-甲基吡咯烷酮, 一碳合成子, C—C键形成, C—N键形成

Abstract:

With acetophenone derivatives as raw materials, we reported the application of N-methyl-2-pyrrolidone as one carbon synthon to replace formaldehyde analogues in the Mannich reaction. Under optimal reaction conditions, a series of mannich base derivatives were obtained with 46%~93% yield. This reaction shows a broad substrate scope and good functional groups compatibility. The preliminary mechanism of the reaction was also studied.

Key words: Mannich base, N-methyl-pyrrolidinone, one carbon synthon, C—C bond formation, C—N bond formation