Catalytic Alkynylation of Polyfluoroarenes by Amide Base Generated In Situ

Masanori Shigeno, Takuya Okawa, Masaya Imamatsu, Kanako Nozawa-Kumada, Yoshinori Kondo

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

Abstract

We herein demonstrate that the amide base generated in situ from CsF and N(TMS)3 catalyzes the deprotonative coupling reactions of terminal alkynes with polyfluoroarenes, wherein mono- and dialkynylations occur efficiently for penta- and hexafluorobenzenes, respectively. Tetraalkynylated products could also be synthesized from dialkynylated compounds.

Original languageEnglish
Pages (from-to)10294-10297
Number of pages4
JournalChemistry - A European Journal
Volume25
Issue number44
DOIs
Publication statusPublished - 2019 Aug 6

Keywords

  • alkynes
  • amide base
  • aromatic substitution
  • C−C coupling
  • polyfluoroarenes

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