Chinese Journal of Organic Chemistry ›› 2025, Vol. 45 ›› Issue (7): 2469-2479.DOI: 10.6023/cjoc202411003 Previous Articles     Next Articles

ARTICLES

供受体(D-A)环丙烷与β-氨基酮的开环反应研究

张茵, 张睿, 李文娟*()   

  1. 石河子大学化学化工学院 新疆兵团化工绿色过程重点实验室 新疆石河子 832003
  • 收稿日期:2024-12-24 修回日期:2025-01-07 发布日期:2025-02-14
  • 基金资助:
    石河子大学高层次人才启动(RCZK2021B08)

Ring Opening Reaction between Donor Acceptor (D-A) Cyclopropane and β-Aminketone

Yin Zhang, Rui Zhang, Wenjuan Li*()   

  1. Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, School of Chemistry and Chemical Engineering, Shihezi University, Shihezi, Xinjiang 832003
  • Received:2024-12-24 Revised:2025-01-07 Published:2025-02-14
  • Contact: *E-mail: lwj01_tea@shzu.edu.cn
  • Supported by:
    High Level Talents Launch Project of Shehezi University(RCZK2021B08)

The ring-opening reaction of donor acceptor (D-A) cyclopropanes is of great significance. It can react with secon- dary amine derivatives to construct nitrogen-containing compounds, which usually generate tertiary amines. Herein, cyclopropanes open the ring to attack the amino para-position in β-aminoketone under the catalysis of Lewis acid Yb(OTf)3, which occur aromatic electrophilic substitution reaction. The reactions were carried out in acetonitrile at room temperature for 0.5 h with the up to 94% yields. The reaction conditions are mild and have broad substrate scope. This strategy provides a new synthetic strategy for the selective reaction of aromatic secondary amine and D-A cyclopropane.

Key words: donor acceptor (D-A) cyclopropane, β-amino ketone, ring-opening reaction