Desulfonylative alkylation of N-tosyl-1,2,3-triazoles under metal-free conditions leading to β-triazolylenones is reported here. The present study encompasses the synthesis of triazoles with a new substitution pattern in a single step from cyclic 1,3-dicarbonyl compounds and N-tosyl triazole in moderate to high yields. Our synthesis takes place with complete regioselectivity as confirmed by crystallographic analysis which is rationalized by suitable mechanistic proposal. This method provides an efficient, versatile and straightforward strategy towards the synthesis of new 1,2,3-triazoles.
Keywords: 1,2,3-triazoles; enones; cycloaddition; heterocycles; azoles.
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Pati, S.; Almeida, R. G.; da Silva Júnior, E. N.; Namboothiri, I. N. N. Beilstein Arch. 2020, 2020134. doi:10.3762/bxiv.2020.134.v1
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