Nickel-Catalyzed C−S Bond Formation via Decarbonylative Thioetherification of Esters, Amides and Intramolecular Recombination Fragment Coupling of Thioesters

Shao Chi Lee, Hsuan Hung Liao, Adisak Chatupheeraphat, Magnus Rueping*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

81 Scopus citations

Abstract

A nickel catalyzed cross-coupling protocol for the straightforward C−S bond formation has been developed. Various mercaptans and a wide range of ester and amide substrates bearing various substituents were tolerated in this process which afforded products in good to excellent yields. Furthermore, an intramolecular protocol for the synthesis of thioethers starting from thioesters has been developed. The utility of this protocol has been demonstrated in a new synthetic protocol of benzothiophene.

Original languageEnglish (US)
Pages (from-to)3608-3612
Number of pages5
JournalChemistry - A European Journal
Volume24
Issue number14
DOIs
StatePublished - Mar 7 2018

Bibliographical note

Publisher Copyright:
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Keywords

  • aryl amides
  • aryl esters
  • decarbonylation
  • nickel catalysis
  • thioesters

ASJC Scopus subject areas

  • General Chemistry
  • Catalysis
  • Organic Chemistry

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