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Synthesis of 1,5-Substituted Sulfonyl Triazoles
M. E. Meza-Aviña, M. K. Pater, C. B. Lee, T. J. Dietz, M. P. Croatt*
University of North Carolina at Greensboro, USA
19 August 2011 (online)
Herein, the preparation of 1,5-substituted sulfonyl triazoles from lithium acetylides and sulfonyl azides is described. This protocol is complementary to the copper-catalyzed azide-alkyne cycloaddition giving a 1,4-substitution pattern. Both substrates are readily available and the reaction proceeds for a range of terminal alkynes. Furthermore, trapping the intermediary triazole anion with electrophiles affords 1,4,5-substituted triazoles in moderate to good yields.