An azide and acetylene free synthesis of 1-substituted 1,2,3-triazoles

Sarah J.M. Patterson, Peter R. Clark, Glynn D. Williams, Nicholas C.O. Tomkinson

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Abstract

This paper details a simple and efficient 3-component synthesis of 1-substituted 1,2,3-triazoles using a primary amine, 2,2-dimethoxyacetaldehyde and tosylhydrazide. The reaction proceeds in good to excel- lent yields using either aliphatic or aromatic amine substrates and is tolerant of a wide range of functional groups including electron-rich and deficient aryl groups, terminal alkynes, ketones and highly sterically encumbered amines
Original languageEnglish
Article number152483
JournalTetrahedron Letters
Volume61
Issue number45
Early online date28 Sept 2020
DOIs
Publication statusPublished - 5 Nov 2020

Keywords

  • 1,2,3-TriazoleDimethoxyacetaldehyde
  • Tosyl hydrazide
  • heterocyclisation
  • azide-free
  • acetylene-free

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