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      Permanent link:
      https://www.ias.ac.in/article/fulltext/jcsc/128/06/0951-0956

    • Keywords

       

      Beckmann rearrangement; cyclization; & #x03B2; -oximyl amides; oxazolines; triflic anhydride.

    • Abstract

       

      Facile and efficient synthesis of 5-iminooxazolines fromΑ, Α-disubstituted Β-oximyl amidesmediated by triflic anhydride $(Tf_{2}O)$ in the presence of 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU) indichloromethane at room temperature is developed, and a mechanism involving tandem Beckmann rearrangementand intramolecular cyclization reaction is proposed.

    • Author Affiliations

       

      MANGFEI YU1 QIAN ZHANG2 JIA WANG2 PENG HUANG2 PENGFEI YAN1 RUI ZHANG2 DEWEN DONG2

      1. School of Chemistry and Materials Science, Heilongjiang University, Harbin 150080, China
      2. Key Laboratory of Synthetic Rubber, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China

    • Dates

       
      Published
      8 June 2016
      Manuscript received
      19 January 2016
      Manuscript revised
      14 March 2016
      Accepted
      27 March 2016

    • Supplementary Material

       

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