Chinese Journal of Applied Chemistry ›› 2017, Vol. 34 ›› Issue (5): 534-540.DOI: 10.11944/j.issn.1000-0518.2017.05.160286

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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)

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