Consecutive hydrazino-Ugi-azide reactions: synthesis of acylhydrazines bearing 1,5-disubstituted tetrazoles

Consecutive hydrazino-Ugi-azide reactions: synthesis of acylhydrazines bearing 1,5-disubstituted tetrazoles

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Isocyanide-based multicomponent reactions (IMCRs) allow the construction of relatively complex molecules through a one-pot synthesis.The combination of IMCRs in a consecutive or sequential fashion further extends the complexity of the molecules obtained.Herein, we report the efficient application of this approach to the synthesis of acylhydrazines bearing 1,5-disubstituted mother nature burger krusty burger tetrazoles.Our strategy was accomplished in only three steps: first, a one-pot hydrazino-Ugi-azide four-component reaction; second a hydrazinolysis and finally an additional hydrazino-Ugi-azide reaction.

This sequence provides the title compounds in moderate to excellent yields.The products synthesized hp 15-da0008ca herein contain functional groups within their structures that can be easily modified to obtain new acylhydrazino 1,5-disubstituted tetrazoles.