DOI

A three-component synthesis of 1,5-disubstituted 1,2,3-triazoles from α-acetyl-α-diazomethane sulfonamides, primary aliphatic amines, and aromatic aldehydes is presented. The 1,2,3-triazoles can be accessed in two alternative variants, depending on the substitutions in the sulfonamide portion of the diazo reagent. In one variant, intermediate 1,2,3-triazoline-4-sulfonamides are isolated chromatographically and then subjected to thermally promoted aromatization with elimination of sulfur(IV) oxide and amine. In the other variant, both chemical transformations take place in a single step conducted at room temperature.

Original languageEnglish
Pages (from-to)17516–17522
Number of pages7
JournalJournal of Organic Chemistry
Volume86
Issue number23
DOIs
StatePublished - 3 Dec 2021

    Scopus subject areas

  • Organic Chemistry

ID: 89556340