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2 article(s) from Holzhauer, Laura

Synthesis of substituted triazole–pyrazole hybrids using triazenylpyrazole precursors

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

Beilstein J. Org. Chem. 2024, 20, 1396–1404, doi:10.3762/bjoc.20.121

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Figure 1: Biologically active pyrazole–triazole hybrids 1–4: inhibitory effect on cholera bacteria [13], antimicr...

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Scheme 1: Literature-reported synthetic routes to pyrazole–triazole hybrids: synthesis of azides 7 or 8 from ...

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Scheme 2: Synthesis of pyrazolyl azides 19a–v via cleavage of the protecting triazene moiety. For compounds 1...

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Scheme 3: Synthesis of pyrazole–triazole hybrids via CuAAC and ORTEP diagrams of triazole products 21sd and 2...

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Figure 2: Synthesized triazole–pyrazole hybrids 21aa–vg.

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Scheme 4: One-pot synthesis of triazole–pyrazole hybrid 21gd. ^aOne-pot setup yielded 21gd with unknown impuri...

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Scheme 5: Solid-phase synthesis of azidopyrazole 19g and triazole–pyrazole hybrid 21gd by immobilization of a...

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Published 20 Jun 2024

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Scope of tetrazolo[1,5-a]quinoxalines in CuAAC reactions for the synthesis of triazoloquinoxalines, imidazoloquinoxalines, and rhenium complexes thereof

Laura Holzhauer,
Chloé Liagre,
Olaf Fuhr,
Nicole Jung and
Stefan Bräse

Beilstein J. Org. Chem. 2022, 18, 1088–1099, doi:10.3762/bjoc.18.111

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Scheme 1: Reactions of tetrazoloquinoxalines 1 to 1,2,3-triazoloquinoxalines 3 via CuAAC and denitrogenative ...

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Scheme 2: Synthesis of tetrazolo[1,5-a]quinoxalines. Reaction conditions: (a) 9, THF or 4 M HCl, 70–110 °C, 2...

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Scheme 3: Synthesis of 1,2,3-triazole-substituted quinoxalines via CuAAC from tetrazolo[1,5-a]quinoxaline (11a...

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Scheme 4: Mechanism of CuAAC vs denitrogenative annulation.

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Scheme 5: Synthesis of bis(tetrazolo)[1,5-a:5',1'-c]quinoxaline (24) and conversion to triazoloimidazoquinoxa...

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Scheme 6: Synthesis of rhenium tricarbonyl complexes 27a–d and ORTEP diagrams of the resulting molecular stru...

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Scheme 7: Synthesis of rhenium tricarbonyl complex 29 and ORTEP diagram of the resulting molecular structure ...

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Scheme 8: Synthesis of a TIQ rhenium complex and ORTEP diagram of the obtained product 30 with the thermal el...

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Figure 1: UV–vis absorption spectra of the obtained metal complexes (18 µM solutions) in acetonitrile at 20 °...

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Figure 2: Cyclic voltammetry traces for rhenium complexes 27a–d, 29 and 30: 0.5 mM in MeCN solution with 0.1 ...

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Published 24 Aug 2022

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