An electroinitiated cation chain reaction: Intramolecular carbon-carbon bond formation between thioacetal and olefin groups

Kouichi Matsumoto, Shunsuke Fujie, Koji Ueoka, Seiji Suga, Jun Ichi Yoshida

Research output: Contribution to journalArticle

48 Citations (Scopus)

Abstract

(Figure Presented) The treatment of an olefinic thioacetal with a catalytic amount of ArS(ArSSAr)-+B(C6F5) 4-, or the electrolysis of a mixture of an olefinic thioacetal and ArSSAr, gives rise to effective intramolecular carbon-carbon bond formation (see scheme). This transformation opens up great potential for electroinitiated cation chain reactions in organic synthesis.

Original languageEnglish
Pages (from-to)2506-2508
Number of pages3
JournalAngewandte Chemie - International Edition
Volume47
Issue number13
DOIs
Publication statusPublished - Mar 14 2008
Externally publishedYes

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Keywords

  • Carbocations
  • Electrochemistry
  • Oxidation
  • Sulfur
  • Synthetic methods

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis

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