One-pot synthesis of 2-pyridones via chemo- and regioselective tandem Blaise reaction of nitriles with propiolates

J Org Chem. 2009 Oct 2;74(19):7556-8. doi: 10.1021/jo901642t.

Abstract

The Blaise reaction intermediate, generated in situ from Reformatsky reagent and nitrile, reacted with propiolates in a chemo- and regioselective manner to afford 2-pyridone derivatives in good to excellent yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Molecular Structure
  • Nitriles / chemistry*
  • Organometallic Compounds / chemistry
  • Propionates / chemistry*
  • Pyridones / chemical synthesis*
  • Pyridones / chemistry
  • Stereoisomerism
  • Zinc / chemistry

Substances

  • Alkynes
  • Nitriles
  • Organometallic Compounds
  • Propionates
  • Pyridones
  • 2-hydroxypyridine
  • Zinc
  • propiolic acid