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2 article(s) from Frank, Walter

One-pot activation–alkynylation–cyclization synthesis of 1,5-diacyl-5-hydroxypyrazolines in a consecutive three-component fashion

Christina Görgen,
Katharina Boden,
Guido J. Reiss,
Walter Frank and
Thomas J. J. Müller

Beilstein J. Org. Chem. 2019, 15, 1360–1370, doi:10.3762/bjoc.15.136

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Figure 1: Selected anticancer active 3,5-diaryl-1-acylpyrazoline (left) and xanthine oxygenase inhibitors (ce...

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Figure 2: Selected 1-acyl-5-hydroxypyrazolines with analgesic (left, center) and antibacterial activity (cent...

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Scheme 1: Glyoxylation–alkynylation (GA) and activation–alkynylation (AA) synthesis of alkynediones in a one-...

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Scheme 2: Consecutive three-component synthesis to give 5-benzoyl-3-phenyl-1H-pyrazole (6a) after alkaline de...

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Figure 3: ORTEP plot of 5-benzoyl-3-phenyl-1H-pyrazole (6a) (thermal ellipsoids at 30% probability); the dire...

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Scheme 3: Cyclization of 1,4-diphenylbut-3-yne-1,2-dione (3a) and Boc-hydrazine (4a) to give intermediate 5a.

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Figure 4: Ellipsoid plot of 1-Boc-5-benzoyl-5-hydroxypyrazoline 5a.

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Scheme 4: Model reaction for optimizing the activation–alkynylation–cyclization synthesis of 1,5-diacyl-5-hyd...

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Scheme 5: One-pot activation–alkynylation–cyclization synthesis of 1,5-diacyl-5-hydroxypyrazolines 5.

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Figure 5: ORTEP plot and dimer of compound 5r (thermal ellipsoids at 30% probability).

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Full Research Paper

Published 19 Jun 2019

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Stereogenic boron in 2-amino-1,1-diphenylethanol-based boronate–imine and amine complexes

Sebastian Schlecht,
Walter Frank and
Manfred Braun

Beilstein J. Org. Chem. 2011, 7, 615–621, doi:10.3762/bjoc.7.72

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Scheme 1: Stereogenic boron in resolved acyclic and cyclic complexes 1–4.

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Scheme 2: Synthesis of the racemic boronate–imine complex 8 and boronate–amine complex 10. Reagents and condi...

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Figure 1: Solid-state structure of boronate–imine complex 8 (a) and the chosen asymmetric unit of the crystal...

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Figure 2: Superposition of the skeletons of boronate complexes 8 (red) and 10 (green).

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Full Research Paper

Published 16 May 2011

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