UV promoted phenanthridine syntheses from oxime carbonate derived iminyl radicals

Roy T. McBurney, Alexandra M. Z. Slawin, Laura A. Smart, Yanping Yu, John C. Walton

Research output: Contribution to journalArticlepeer-review

114 Citations (Scopus)

Abstract

Oxime carbonates were found to be excellent precursors for the clean and direct generation of iminyl radicals under UV irradiation. Suitably functionalised iminyls underwent cyclisations yielding various phenanthridines and also substituted quinolines and isoquinolines. EPR and X-ray analyses of oxime carbonates provided insight into the mechanism.

Original languageEnglish
Pages (from-to)7974-7976
Number of pages3
JournalChemical Communications
Volume47
Issue number28
DOIs
Publication statusPublished - 2011

Keywords

  • O-PHENYL OXIMES
  • DIOXIME OXALATES
  • N-HETEROCYCLES
  • CYCLIZATIONS
  • DIHYDROPYRROLES
  • HETEROARENES
  • PRECURSORS
  • REAGENTS

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