Synthesis of 1,5-disubstituted tetrazole-1,2,3 triazoles hybrids via Ugi-azide/CuAAC

A new synthetic strategy to obtain new linked 1,5-disubstituted tetrazole-1,2,3-triazoles via the Ugi-azide reaction followed by a copper-catalyzed alkyne-azide reaction (CuAAC) was developed. This strategy used solvent-free conditions for the Ugi-azide reaction. This two-step strategy affords the products in moderate to good yields. To the best of our knowledge, this is the first report using the CuAAC reaction as a post-condensation process in an Ugi-azide reaction and therefore, the first describing the synthesis of 1,5-disubstituted tetrazole (1,5-DS-T) linked to the 1,2,3-triazole moiety, which are molecules that may have potential applications in medicinal chemistry. © 2019, © 2019 Taylor %26 Francis Group, LLC.

1,4-disubstituted-1,2,3-triazoles; 1,5-Disubstituted tetrazole; hybrids compounds; multicomponent reaction; Ugi-azide 1,2,3 triazole derivative; 4 (4 ((((1 (tert butyl) 1h tetrazol 5 yl)(phenyl)methyl)amino)methyl) 1h 1,2,3 triazol 1 yl)benzonitrile; n ((1 (tert butyl) 1h tetrazol 5 yl)(phenyl)methyl)prop 2 yn 1 amine; tetrazole derivative; unclassified drug; Article; carbon nuclear magnetic resonance; copper catalyzed alkyne azide reaction; cycloaddition; drug synthesis; molecular hybridization; proton nuclear magnetic resonance; thin layer chromatography; Ugi azide reaction

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