Synthesis of fused 1,2,3-triazoles through carbocation-mediated intramolecular [3+2] cycloaddition of azido-propargyl alcohols

Youlai Zhang, Junru Li, Mengdi Wang, Huan Zhang, Hiroki Tanimoto, Tsumoru Morimoto, Kiyomi Kakiuchi

Research output: Contribution to journalArticlepeer-review

6 Scopus citations

Abstract

A practical and efficient intramolecular cyclization reaction with azido-propargyl cations is described. Range of acids and activating reagents were selected to demonstrate the reaction conditions. Organic azides and propargyl cations generated by toluenesulfonic acid gave fused 1,2,3-triazoles undergo metal-free intramolecular azide-alkyne [3+2] cycloaddition reactions. Various fused triazoles were obtained within 30 min in good yields under mild reaction conditions.

Original languageEnglish
Pages (from-to)1775-1782
Number of pages8
JournalHeterocycles
Volume94
Issue number9
DOIs
StatePublished - 2017

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Synthesis of fused 1,2,3-triazoles through carbocation-mediated intramolecular [3+2] cycloaddition of azido-propargyl alcohols'. Together they form a unique fingerprint.

Cite this