General Entry into o-,o’-Heteroatom-Linked N-(Hetero)aryl Imidazole Motifs by Gold-Catalysed Formal [3+2]-Dipolar Cycloaddition

Paul Davies, Miguel Garzon Sanz, Elsa Martinez Arce, Raju Jannapureddy

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)
184 Downloads (Pure)

Abstract

A general redox-neutral approach into the o-,o’-heteroatom-linked N-(hetero)aryl imidazole family of heteroaromatics has been developed. New types of heteroatom substituted carbimidoyl nitrenoids are efficiently realised from robust, bench-stable N-(heteroaryl) pyridinium N-aminides by formal gold-catalysed [3+2]-dipolar cycloadditions across ynamides. Broad structural variety and functional group tolerance allows rapid access into diverse functionalised scaffolds, as exemplified by the preparation of 8 different heteroaromatic cores.
Original languageEnglish
JournalAdvanced Synthesis & Catalysis
Early online date18 Apr 2017
DOIs
Publication statusE-pub ahead of print - 18 Apr 2017

Keywords

  • cycloaddition
  • nucleophilic nitrenoids
  • dipoles
  • gold
  • nitrogen heterocycles

ASJC Scopus subject areas

  • Chemistry(all)
  • Organic Chemistry

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