A proposal for the mechanism-of-action of diazoparaquinone natural products

Ken S. Feldman, Kyle J. Eastman

Research output: Contribution to journalArticlepeer-review

30 Scopus citations

Abstract

Treatment of the representative diazoparaquinone prekinamycin dimethyl ether with Bu3SnH/AIBN in aromatic solvents furnishes moderate-to-good yields of formal aryl adducts wherein a molecule of solvent is attached to the carbon (C(11)) previously bearing the diazo function. Substituent studies provide evidence in support of a radical aromatic substitution mechanism, in which radical addition to the diazoparaquinone function generates an intermediate C(11) vinylic radical.

Original languageEnglish (US)
Pages (from-to)15344-15345
Number of pages2
JournalJournal of the American Chemical Society
Volume127
Issue number44
DOIs
StatePublished - Nov 9 2005

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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