Synthesis of substituted triazole–pyrazole hybrids using triazenylpyrazole precursors. Gräßle, S., Holzhauer, L., Wippert, N., Fuhr, O., Nieger, M., Jung, N., & Bräse, S. Beilstein Journal of Organic Chemistry, 20:1396-1404, Beilstein-Institut Zur Forderung der Chemischen Wissenschaften, 2024. doi abstract bibtex 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.
@article{,
abstract = {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.},
author = {Simone Gräßle and Laura Holzhauer and Nicolai Wippert and Olaf Fuhr and Martin Nieger and Nicole Jung and Stefan Bräse},
doi = {10.3762/bjoc.20.121},
issn = {18605397},
journal = {Beilstein Journal of Organic Chemistry},
keywords = {CuAAC,azide,click reaction,pyrazole,triazene,triazole},
pages = {1396-1404},
publisher = {Beilstein-Institut Zur Forderung der Chemischen Wissenschaften},
title = {Synthesis of substituted triazole–pyrazole hybrids using triazenylpyrazole precursors},
volume = {20},
year = {2024},
}
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