A Mild Multi-Component Reaction for the Synthesis of 4,5-Disubstituted 1 H -1,2,3-Triazoles from Phosphonium Salts, Aldehydes, and Sodium Azide

Guang Long Wu*, Qin Pei Wu

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

18 Citations (Scopus)

Abstract

A mild and metal-free multi-component reaction to synthesize 4,5-disubstituted 1 H -1,2,3-triazoles from phosphonium salts, aldehydes, and sodium azide is described. The process undergoes an organocatalyzed coupling of formyl group with phosphonium to form a key intermediate, olefinic phosphonium salt, which is followed by the [3+2] cycloaddition of the azide to the activated alkene. A series of representative 4,5-disubstituted 1 H -1,2,3-triazoles were prepared.

Original languageEnglish
Pages (from-to)2768-2774
Number of pages7
JournalSynthesis
Volume50
Issue number14
DOIs
Publication statusPublished - 17 Jul 2018

Keywords

  • cycloaddition
  • multicomponent reaction
  • organic catalyst
  • phosphonium salt
  • triazole

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