A rhodium-catalyzed tandem alkyne dimerization/1,4-addition reaction

Ronald V. Lerum, Christopher M. Russo, Jocellie E. Marquez, John D. Chisholm

Research output: Contribution to journalArticle

4 Scopus citations

Abstract

A convenient three-component coupling reaction for the construction of conjugated enynes using rhodium catalysis is reported. Dimerization of a monosubstituted alkyne followed by trapping of the vinyl metal intermediate with an electron-deficient alkene, such as methyl vinyl ketone, provided moderate to good yields of these enynes. The use of the hindered electron-rich tris(ortho-tolyl)phosphine as a ligand for the rhodium catalyst provided the best conversions to these complex products.

Original languageEnglish (US)
Pages (from-to)3485-3491
Number of pages7
JournalAdvanced Synthesis and Catalysis
Volume355
Issue number17
DOIs
StatePublished - Nov 25 2013

Keywords

  • 1,4-addition
  • alkynes
  • enynes
  • multicomponent reactions
  • rhodium

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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