Ruthenium-Free Preparation of 1,5-Disubstituted Triazoles by Alkylative Debenzylation of 1,4-Disubstituted Triazoles

Philip C. Bulman Page, G. Richard Stephenson, James Harvey, Alexandra M. Z. Slawin

Research output: Contribution to journalArticle

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Abstract

A method that cleanly converts the 1,4-disubstituted 1,2,3-triazole products of the copper-catalyzed ‘click’ dipolar cycloaddition reaction of benzyl azide with terminal alkynes into 1,5-disubstituted triazoles is described. Selective N-alkylation of 1,4-disubstituted 1,2,3-triazoles under microwave irradiation is followed by debenzylation of the resulting 1,3,4-trisubstituted triazolium cations by treatment with potassium tert-butoxide.
Original languageEnglish
Pages (from-to)2500-2504
JournalSynlett
Volume27
Issue number17
Early online date1 Aug 2016
DOIs
Publication statusPublished - Oct 2016

Keywords

  • 1,2,3-triazole
  • debenzylation
  • microwave
  • disubstituted
  • rearrangement

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