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

Patterson, Sarah J.M. and Clark, Peter R. and Williams, Glynn D. and Tomkinson, Nicholas C.O. (2020) An azide and acetylene free synthesis of 1-substituted 1,2,3-triazoles. Tetrahedron Letters, 61 (45). 152483. ISSN 0040-4039 (https://doi.org/10.1016/j.tetlet.2020.152483)

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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