Hexafluorosilicic Acid as a Novel Reagent for the Desilylation of Silylacetylenes: Application in Sequential Sonogashira Coupling and Click Reaction

Ádám Sinai, Ádám Mészáros, Ádám Balogh, Márton Zwillinger, Z. Novák

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Hexafluorosilicic acid was utilized as a novel, cheap, readily available, and environmentally benign alternative reagent for the desilylation of 1-trimethylsilylacetylenes. The applicability of the aqueous solution of the hexafluorosilicic acid was demonstrated in the sequential coupling of aryl halides and ethynyltrimethylsilane to afford internal acetylenes, benzofurans, and triazoles in one-pot Sonogashira-Sonogashira­ and Sonogashira-CuAAC reactions.

Original languageEnglish
Article numberss-2017-z1879-fa
Pages (from-to)2374-2388
Number of pages15
JournalSynthesis (Germany)
Volume49
Issue number11
DOIs
Publication statusPublished - Jun 1 2017

Fingerprint

Benzofurans
Triazoles
Alkynes
Acids
Acetylene
hexafluorosilicic acid

Keywords

  • alkynes
  • azides
  • click reaction
  • cross-coupling­
  • cycloaddition
  • fluoride
  • heterocycles
  • palladium

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this

Hexafluorosilicic Acid as a Novel Reagent for the Desilylation of Silylacetylenes : Application in Sequential Sonogashira Coupling and Click Reaction. / Sinai, Ádám; Mészáros, Ádám; Balogh, Ádám; Zwillinger, Márton; Novák, Z.

In: Synthesis (Germany), Vol. 49, No. 11, ss-2017-z1879-fa, 01.06.2017, p. 2374-2388.

Research output: Contribution to journalArticle

Sinai, Ádám ; Mészáros, Ádám ; Balogh, Ádám ; Zwillinger, Márton ; Novák, Z. / Hexafluorosilicic Acid as a Novel Reagent for the Desilylation of Silylacetylenes : Application in Sequential Sonogashira Coupling and Click Reaction. In: Synthesis (Germany). 2017 ; Vol. 49, No. 11. pp. 2374-2388.
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