Cuprous oxide on charcoal-catalyzed ligand-free synthesis of 1,4-disubstituted 1,2,3-triazoles via click chemistry

Heraclio López-Ruiz, José Emilio De La Cerda-Pedro, Susana Rojas-Lima, Imelda Pérez-Pérez, Brianda Viridiana Rodríguez-Sánchez, Rosa Santillan, Oscar Coreño

Research output: Contribution to journalArticlepeer-review

32 Scopus citations

Abstract

Cuprous oxide on charcoal (Cu2O/C), the preparation of which is described for the first time, catalyzes the formation of 1,4-disubstituted 1,2,3-triazoles from organic azides and terminal alkynes in good to excellent yields (69-94%). These disubstituted triazoles can be equally efficiently generated in a one-pot process from alkyl bromides, sodium azide, and terminal acetylenes in 50% aqueous isopropanol containing a suspension of the catalyst. This obviates the necessity to isolate potentially explosive organic azides.

Original languageEnglish
Pages (from-to)139-164
Number of pages26
JournalArkivoc
Volume2013
Issue number3
DOIs
StatePublished - 19 Apr 2013
Externally publishedYes

Keywords

  • 1,3-Dipolar cycloaddition
  • Click chemistry
  • Triazoles

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