Versatile synthesis of isocoumarins and α-pyrones by ruthenium-catalyzed oxidative C-H/O-H bond cleavages

Org Lett. 2012 Feb 3;14(3):930-3. doi: 10.1021/ol2034614. Epub 2012 Jan 24.

Abstract

An inexpensive cationic ruthenium(II) catalyst enabled the expedient synthesis of isocoumarins through oxidative annulations of alkynes by benzoic acids. This C-H/O-H bond functionalization process also proved applicable to the preparation of α-pyrones and was shown to proceed by rate-limiting C-H bond ruthenation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Isocoumarins / chemical synthesis*
  • Molecular Structure
  • Oxidation-Reduction
  • Pyrones / chemical synthesis*
  • Ruthenium / chemistry*

Substances

  • Isocoumarins
  • Pyrones
  • Ruthenium