Synthesis of polyfluoroalkyl cyclobutenes from 3-aza-1,5-enynes via an aza-Claisen rearrangement/cyclization cascade.

نویسندگان

  • Xiaoyi Xin
  • Dongping Wang
  • Fan Wu
  • Chunxiang Wang
  • Haolong Wang
  • Xincheng Li
  • Boshun Wan
چکیده

A facile synthetic route to access polyfluoroalkyl functionalized cyclobutenes bearing an exo cyclic double bond from 3-aza-1,5-enynes is reported. The reaction proceeds via a thermal aza-Claisen rearrangement to give an allene-imine intermediate; subsequent cyclization affords the cyclobutene core. The kinetics of the transformation of starting material and the intermediate was studied by (1)H NMR spectroscopy, where a consecutive reaction was revealed.

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عنوان ژورنال:
  • Organic letters

دوره 15 17  شماره 

صفحات  -

تاریخ انتشار 2013