Ruthenium- and rhodium-catalyzed cross-coupling reaction of acrylamides with alkenes: efficient access to (Z,E)-dienamides

Chem Commun (Camb). 2012 Nov 25;48(91):11232-4. doi: 10.1039/c2cc36137j. Epub 2012 Oct 15.

Abstract

Ruthenium- and rhodium-catalyzed direct oxidative cross-coupling reactions of acrylamides with alkenes were developed. These methods provide an efficient route for the synthesis of (Z,E)-dienamides in excellent yields with good stereoselectivity. The catalytic systems allowed oxidative olefination of a wide range of alkenes bearing different functional groups, such as CO(2)R, COMe, SO(2)Ph, aryl, CONHBn, CN, PO(OEt)(2), as well as Weinreb amide.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrylamides / chemistry*
  • Alkenes / chemistry*
  • Amides / chemistry*
  • Catalysis
  • Oxidation-Reduction
  • Rhodium / chemistry*
  • Ruthenium / chemistry*
  • Stereoisomerism

Substances

  • Acrylamides
  • Alkenes
  • Amides
  • Ruthenium
  • Rhodium