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Short Paper | Regular issue | Vol 96, No. 5, 2018, pp.943-953
Published online, 24th April, 2018
DOI: 10.3987/COM-18-13900
Acid Promoted Metal Free Synthesis of Triazole-Fused Heterocycles via Intramolecular [3+2] Cycloaddition

Youlai Zhang, Mengdi Wang, Junru Li, Qingtong Di, Ziye Tian, Baoquan Chen, Huan Zhang,* Hiroki Tanimoto, Tsumoru Morimoto, and Kiyomi Kakiuchi

*Tianjin Key Laboratory of Organic Solar Cells and Photochemical Conversion, School of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin 300384, China

Abstract

A practical and efficient protocol for the synthesis of triazole-fused heterocycles through intramolecular metal free [3+2] azide-alkyne cycloaddition reaction is described. Range of acids was selected to demonstrate the reaction conditions. Organic azides and propargyl cations generated by acids gave fused triazoles including multivariate rings and heterocycles. Various fused triazoles and bistriazoles were obtained in good yields under mild reaction conditions.