Copper-free 'click': 1,3-dipolar cycloaddition of azides and arynes

Lachlan Campbell-Verduyn, Philip H. Elsinga, Leila Mirfeizi, Rudi A. Dierckx, Ben L. Feringa*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

94 Citations (Scopus)
37 Downloads (Pure)

Abstract

Arynes formed through fluoride-promoted ortho-elimination of o-(trimethylsilyl)aryl triflates can undergo [3 + 2] cycloaddition with various azides to form substituted benzotriazoles. The rapid reaction times and mild conditions make this an attractive variation of the classical 'click' reaction of azides and alkynes.

Original languageEnglish
Pages (from-to)3461-3463
Number of pages3
JournalOrganic & Biomolecular Chemistry
Volume6
Issue number19
DOIs
Publication statusPublished - 7-Oct-2008

Keywords

  • STRAIGHTFORWARD SYNTHESIS
  • COUPLING REACTION
  • LIVING SYSTEMS
  • CHEMISTRY
  • BENZYNE
  • EFFICIENT
  • TRIFLATE
  • DERIVATIVES
  • GENERATION
  • PRECURSOR

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