Anodic coupling of carboxylic acids to electron-rich double bonds: A surprising non-Kolbe pathway to lactones

Robert J. Perkins, Hai Chao Xu, John M. Campbell, Kevin D. Moeller

Research output: Contribution to journalArticlepeer-review

37 Scopus citations

Abstract

Carboxylic acids have been electro-oxidatively coupled to electron-rich olefins to form lactones. Kolbe decarboxylation does not appear to be a significant competing pathway. Experimental results indicate that oxidation occurs at the olefin and that the reaction proceeds through a radical cation intermediate.

Original languageEnglish
Pages (from-to)1630-1636
Number of pages7
JournalBeilstein Journal of Organic Chemistry
Volume9
DOIs
StatePublished - Aug 9 2013

Keywords

  • Carboxylic acid
  • Cyclization
  • Electrolysis
  • Free radical
  • Kolbe
  • Radical cation

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