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6 results on '"Anne Miersch"'

1. Zinc-Mediated Regiodiverse Synthesis of Vinyl Bromide Derivatives and Their in situ Palladium-Catalysed Cross-Coupling Reactions

Author

Gerhard Hilt, Anne Miersch, and Corinna Kohlmeyer

Subjects
inorganic chemicals, chemistry.chemical_classification, In situ, Double bond, Vinyl bromide, Organic Chemistry, Alkyne, chemistry.chemical_element, Zinc, Catalysis, Coupling reaction, chemistry.chemical_compound, chemistry, Bromide, Polymer chemistry, Palladium
Abstract

The synthesis of vinyl bromide derivatives was realised by a zinc-mediated addition of a benzylic bromide to a terminal alkyne. The geometry of the C=C bond is dependent on the amount of zinc powder applied. When 5 mol% of Zn is used, the Z-configured vinyl bromide is generated while with 150 mol% the E-geometry is obtained predominantly. In a three-component one-pot reaction, the in situ generated vinyl bromides were reacted further in a palladium-catalysed Suzuki cross-coupling reaction utilizing aromatic boronic acids to obtain trisubstituted double bonds in good overall yields. The reactions were conducted on a 5–20 mmol scale to visualise that the reactions are also capable of generating larger amounts of products.

Published
2013

3. ChemInform Abstract: Zinc-Mediated Addition of Diethyl Bromomalonate to Alkynes for the Cascade Reaction Towards Polysubstituted Pyranones and Tetracarbonyl Derivatives

Author

Gerhard Hilt, Anne Miersch, and Klaus Harms

Subjects
chemistry.chemical_classification, chemistry.chemical_compound, chemistry, Double bond, Cascade reaction, Product (mathematics), Aryl, chemistry.chemical_element, Knoevenagel condensation, General Medicine, Zinc, Medicinal chemistry
Abstract

In case of the aryl substituted products (IVb) and (IVc) partial migration of the double bond towards the Knoevenagel product occurs.

Published
2014

4. Zinc-mediated addition of diethyl bromomalonate to alkynes for the cascade reaction towards polysubstituted pyranones and tetracarbonyl derivatives

Author

Anne Miersch, Klaus Harms, and Gerhard Hilt

Subjects
Addition reaction, Metals and Alloys, chemistry.chemical_element, Regioselectivity, General Chemistry, Zinc, Catalysis, Surfaces, Coatings and Films, Electronic, Optical and Magnetic Materials, chemistry.chemical_compound, chemistry, Oxalyl chloride, Cascade reaction, Reaction sequence, Materials Chemistry, Ceramics and Composites, Organic chemistry, Amine gas treating
Abstract

The zinc-mediated regioselective addition reactions of diethyl bromomalonate and aromatic and aliphatic alkynes were investigated for the synthesis of vinyl malonates. When the vinyl organo-zinc intermediates were reacted with acid chlorides 2H-pyran-2-ones were obtained while the application of oxalyl chloride and an amine led to tetracarbonyl derivatives in a one-pot multi-step reaction sequence.

Published
2013

5. ChemInform Abstract: Stereodivergent Zinc-Mediated Three-Component Synthesis of Tri- and Tetrasubstituted Alkenes

Author

Anne Miersch and Gerhard Hilt

Subjects
inorganic chemicals, Component (thermodynamics), organic chemicals, chemistry.chemical_element, General Medicine, Zinc, urologic and male genital diseases, Medicinal chemistry, chemistry.chemical_compound, chemistry, Benzyl bromide, polycyclic compounds, heterocyclic compounds, Stereoselectivity
Abstract

The addition of benzyl bromide (II) to alkynes proceeds in a stereoselective manner, depending on the amount of zinc.

Published
2013

6. Stereodivergent zinc-mediated three-component synthesis of tri- and tetrasubstituted alkenes

Author

Anne Miersch and Gerhard Hilt

Subjects
inorganic chemicals, Component (thermodynamics), organic chemicals, Organic Chemistry, chemistry.chemical_element, General Chemistry, Zinc, urologic and male genital diseases, Catalysis, chemistry.chemical_compound, Benzyl bromide, chemistry, polycyclic compounds, Organic chemistry, heterocyclic compounds, Stereoselectivity, Palladium
Abstract

The addition of benzyl bromide (II) to alkynes proceeds in a stereoselective manner, depending on the amount of zinc.

Published
2012

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