Synthesis of 3-hydroxypyridines using ruthenium-catalyzed ring-closing olefin metathesis

Org Lett. 2009 Feb 5;11(3):515-8. doi: 10.1021/ol8023117.

Abstract

New synthetic routes to substituted 3-hydroxypyridines 6 are presented. Ring-closing olefin metathesis (RCM)/elimination and RCM/oxidation/deprotection of nitrogen-containing dienes 4 are the key processes of the routes. An application of RCM/oxidation/deprotection to the synthesis of 3-aminopyridine 13f is also described.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry*
  • Aminopyridines / chemical synthesis*
  • Aminopyridines / chemistry
  • Catalysis
  • Combinatorial Chemistry Techniques
  • Cyclization
  • Molecular Structure
  • Oxidation-Reduction
  • Pyridines / chemical synthesis*
  • Pyridines / chemistry
  • Ruthenium / chemistry*

Substances

  • Alkenes
  • Aminopyridines
  • Pyridines
  • hydroxypyridines
  • 3-aminopyridine
  • Ruthenium