Chemical Research in Chinese Universities ›› 2018, Vol. 34 ›› Issue (5): 736-743.doi: 10.1007/s40242-018-8088-z

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Formation of β-Lactones by[2+2] Cycloaddition of Dichloroketene with Unreactive Carbonyl Compounds

DONG Xu, ZHANG Chunxia, XU Jian, ZHANG Yue, ZHAO Ying, CHEN Li   

  1. State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, P. R. China
  • Received:2018-03-19 Revised:2018-04-08 Online:2018-10-01 Published:2018-06-19
  • Contact: CHEN Li,Email:chenliyss@nankai.edu.cn E-mail:chenliyss@nankai.edu.cn
  • Supported by:
    Supported by the National Natural Science Foundation of China(No.21272126) and the Natural Science Foundation of Tianjin, China(No.18JCYBJC28400).

Abstract: We report a modified process that dichloroketene generated in situ from trichloroacetyl chloride and Zn powder reacts with unreactivate carbonyl groups to afford dichloro-β-lactones in moderate to good yields. Subsequently, monochloro-β-lactones, β-lactones and β-hydroxy ester are obtained by dechlorination under different reaction conditions.

Key words: Dichloroketene, Unreactive carbonyl group, β-Lactone, [2+2]Cycloaddition