Isomerization of 7-oxabenzonorbornadienes into naphthols catalyzed by [RuCl(2)(CO)(3)](2)

J Org Chem. 2009 Oct 2;74(19):7570-3. doi: 10.1021/jo901504n.

Abstract

Ruthenium-catalyzed isomerization of 7-oxanorbornadienes into naphthols was investigated. Among the various ruthenium catalysts tested, [RuCl(2)(CO)(3)](2) gave the highest yields in the isomerization, and various substituted naphthols were synthesized in moderate to excellent yields. Both symmetrical and unsymmetrical 7-oxanorbornadienes were employed in the study, and moderate to excellent regioselectivities were observed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Molecular Conformation
  • Naphthols / chemical synthesis*
  • Naphthols / chemistry
  • Norbornanes / chemistry*
  • Organometallic Compounds / chemistry*
  • Ruthenium / chemistry*
  • Stereoisomerism

Substances

  • 7-oxabenzonorbornadiene
  • Naphthols
  • Norbornanes
  • Organometallic Compounds
  • Ruthenium