Rapid Access to Nitrogenous Heterobicycles via RhIII-Catalyzed Isomerization from Alkynes to Allenes

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Abstract

We show that N-alkynylnitrones are efficiently converted to nitrogenous heterobicyclic compounds with a nitrogen atom at the bridgehead position by using a RhIII-catalyst. Our mechanistic studies suggest that the reaction proceeds via an allene intermediate, which is generated in situ through RhIII-catalyzed isomerization of the alkyne group.

Original languageEnglish
Pages (from-to)7686-7688
Number of pages3
JournalChemistry - A European Journal
Volume23
Issue number32
DOIs
Publication statusPublished - 2017 Jun 7

Keywords

  • allenes
  • cascade reaction
  • heterocycles
  • rearrangement
  • rhodium

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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