Pd-Catalyzed Alkenyl Thioether Synthesis from Thioesters and N-Tosylhydrazones

Kota Ishitobi, Kei Muto, Junichiro Yamaguchi*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

32 Citations (Scopus)


A Pd-catalyzed alkenyl thioether synthesis was achieved using thioesters and N-tosylhydrazones as starting materials. The thioester acted as an efficient "sulfur source" for catalytic C-S bond formation using N-tosylhydrazone. This method gave Z-alkenyl thioethers with high diastereoselectivity (up to 99:1 diastereomeric ratio). This transformation displayed a wide functional group tolerance and was successfully applied to the late-stage derivatization of a pharmaceutical molecule to the corresponding alkenyl thioether.

Original languageEnglish
Pages (from-to)11685-11690
Number of pages6
JournalACS Catalysis
Issue number12
Publication statusPublished - 2019 Dec 6


  • N-tosylhydrazone
  • Pd-carbene
  • catalytic reaction
  • thioester
  • thioether

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry


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