Palladium-Catalyzed Cross-Coupling Reactions of Diazine N-Oxides with Aryl Chlorides, Bromides, and Iodides

Palladium-Catalyzed Cross-Coupling Reactions of Diazine N-Oxides with Aryl Chlorides, Bromides, and Iodides

New aspects of N‐oxides: Pyrazine, pyridazine, and pyrimidine N‐oxides are regioselectively arylated with aryl iodides, bromides, and chlorides in the presence of a palladium catalyst (see scheme). The resulting products can be deoxygenated in high yield or further functionalized by making use of th...

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Veröffentlicht in:Angewandte Chemie International Edition 2006-11, Vol.45 (46), p.7781-7786
Hauptverfasser: Leclerc, Jean-Philippe, Fagnou, Keith
Format: Artikel
Sprache:eng
Schlagworte:
arylation
biaryls
Catalysis
Heterocyclic Compounds - chemical synthesis
Heterocyclic Compounds - chemistry
Hydrocarbons, Aromatic - chemical synthesis
Hydrocarbons, Aromatic - chemistry
Hydrocarbons, Brominated - chemistry
Hydrocarbons, Chlorinated - chemistry
Hydrocarbons, Iodinated - chemistry
Molecular Structure
N-oxides
nitrogen heterocycles
palladium
Palladium - chemistry
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Beschreibung
Zusammenfassung:New aspects of N‐oxides: Pyrazine, pyridazine, and pyrimidine N‐oxides are regioselectively arylated with aryl iodides, bromides, and chlorides in the presence of a palladium catalyst (see scheme). The resulting products can be deoxygenated in high yield or further functionalized by making use of the N‐oxide functionality. FG=functional group.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200602773