Abstract
• For the first time, NTNTs utilized for solvent-free domino synthesis of triazoles. • Construction of C-C double bond and two C-N single bonds in one-pot. • High yields, low NTNT-2 loading and reuse of NTNT-2 are the advantages this strategy. • The developed method for triazoles is greener alternative to the reported methods. The present work describes the catalytic activity of nitrogen-doped TiO 2 nanotubes (NTNTs) for solvent-free domino synthesis of a series of α-ketotriazoles from methyl ketones, N,N-dimethylformamide dimethyl acetal (DMF-DMA) and tosyl azide. The reaction proceeds through the in situ enaminone formation from methyl ketones and DMF-DMA followed by reaction with tosyl azide via a 1,3-dipolar cycloaddition. To our delight, NTNTs exhibited high catalytic activity towards the solvent-free synthesis of α-ketotriazoles from methyl ketones, DMF-DMA and tosyl azide as compared to both commercially available TiO 2 and TNTs. The present domino strategy has several advantages which include its large substrate scope, low NTNT-2 loading, shorter reaction times and high yields. Further, the obtained α-ketotriazoles does not require column purification and NTNT-2 is used again for 7 cycles without significant loss of activity.
Published Version
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