Ruthenium(II)-catalyzed synthesis of isochromenes by C-H activation with weakly coordinating aliphatic hydroxyl groups

Chemistry. 2014 Apr 25;20(18):5409-13. doi: 10.1002/chem.201400161. Epub 2014 Mar 27.

Abstract

Cationic ruthenium(II) complexes have been employed for the highly effective oxidative annulation of alkynes with benzyl alcohols to deliver diversely decorated isochromenes. The hydroxyl-directed C-H/O-H functionalization process proceeded efficiently under an atmosphere of air. Detailed mechanistic studies were indicative of a kinetically relevant C-H metalation.

Keywords: CH activation; annulations; homogeneous catalysis; reaction mechanisms; ruthenium.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Benzopyrans / chemical synthesis*
  • Benzopyrans / chemistry
  • Benzyl Alcohol / chemistry*
  • Catalysis
  • Cations / chemistry
  • Coordination Complexes / chemistry*
  • Oxidation-Reduction
  • Ruthenium / chemistry*

Substances

  • Alkynes
  • Benzopyrans
  • Cations
  • Coordination Complexes
  • Ruthenium
  • Benzyl Alcohol