Synthesis of substituted triazole–pyrazole hybrids using triazenylpyrazole precursors

oleh: Simone Gräßle, Laura Holzhauer, Nicolai Wippert, Olaf Fuhr, Martin Nieger, Nicole Jung, Stefan Bräse

Format: Article
Diterbitkan: Beilstein-Institut 2024-06-01

Deskripsi

A synthesis route to access triazole–pyrazole hybrids via triazenylpyrazoles was developed. Contrary to existing methods, this route allows the facile N-functionalization of the pyrazole before the attachment of the triazole unit via a copper-catalyzed azide–alkyne cycloaddition. The developed methodology was used to synthesize a library of over fifty new multi-substituted pyrazole–triazole hybrids. We also demonstrate a one-pot strategy that renders the isolation of potentially hazardous azides obsolete. In addition, the compatibility of the method with solid-phase synthesis is shown exemplarily.