A general [3 + 2 + 1] annulation strategy for the preparation of pyridine N-oxides

Org Lett. 2001 Jan 25;3(2):209-11. doi: 10.1021/ol006831r.

Abstract

[figure: see text] Stabilized ketone, aldehyde, and ester enolates react with vinamidinium hexafluorophosphate salts and hydroxylamine hydrochloride to give access to the corresponding pyridine N-oxides. The annulation reactions proceed in good to excellent yields with vinamidinium salts with a range of beta-substituents (R3 = halo, aryl, nitro, trifluoromethyl).

MeSH terms

  • Aldehydes
  • Anti-Infective Agents
  • Esters
  • Indicators and Reagents
  • Ketones
  • Molecular Structure
  • Oxides / chemical synthesis*
  • Oxides / chemistry
  • Pyridines / chemical synthesis*
  • Pyridines / chemistry

Substances

  • Aldehydes
  • Anti-Infective Agents
  • Esters
  • Indicators and Reagents
  • Ketones
  • Oxides
  • Pyridines