Azulenesulfonium salts: accessible, stable, and versatile reagents for cross-coupling

Paul Cowper, Yu Jin, Michael D. Turton, Gabriele Kociok-Kohn, Simon E. Lewis

Research output: Contribution to journalArticle

55 Citations (Scopus)
63 Downloads (Pure)

Abstract

Azulenesulfonium salts may be readily prepared from the corresponding azulenes by an SEAr reaction. These azulene sulfonium salts are bench-stable species that may be employed as pseudohalides for cross-coupling. Specifically, their application in Suzuki-Miyaura reactions has been demonstrated with a diverse selection of coupling partners. These azulenesulfonium salts possess significant advantages in comparison with the corresponding azulenyl halides, which are known to be unstable and difficult to prepare in pure form.

Original languageEnglish
Pages (from-to)2564-2568
Number of pages5
JournalAngewandte Chemie-International Edition
Volume55
Issue number7
Early online date14 Jan 2016
DOIs
Publication statusPublished - 12 Feb 2016

Keywords

  • Azulenes
  • Sulfonium salts
  • Sulfoxides
  • Suzuki-Miyaura cross-coupling
  • Synthetic methods

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