KO-t-Bu Catalyzed Thiolation of β-(Hetero)arylethyl Ethers via MeOH Elimination/hydrothiolation

Masanori Shigeno, Yoshiteru Shishido, Kazutoshi Hayashi, Kanako Nozawa-Kumada, Yoshinori Kondo

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

Herein, we describe a KO-t-Bu catalyzed thiolation of β-(hetero)arylethyl ethers through MeOH elimination to form (hetero)arylalkenes followed by anti-Markovnikov hydrothiolation to afford linear thioethers. The system works well with a variety of β-(hetero)arylethyl ethers, including electron-deficient, electron-neutral, electron-rich, and branched substrates and a range of aliphatic and aromatic thiols.

Original languageEnglish
Pages (from-to)3932-3935
Number of pages4
JournalEuropean Journal of Organic Chemistry
Volume2021
Issue number28
DOIs
Publication statusPublished - 2021 Jul 26

Keywords

  • Alkenes
  • Anti-Markovnikov hydrothiolation
  • Brønsted base
  • Elimination
  • Thioethers

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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