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

5 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

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

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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