A Metathesis-Based Approach to the Synthesis of 2-Pyridones and Pyridines

A Metathesis-Based Approach to the Synthesis of 2-Pyridones and Pyridines

The ring-closing metathesis reaction has been successfully employed to form a range of dihydropyridone intermediates, which are in the correct oxidation state to undergo a base-induced elimination to reveal the aromatic 2-pyridone. This mild and novel approach to six-membered heteroaromatic compound...

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Veröffentlicht in:Organic letters 2008-01, Vol.10 (2), p.285-288
Hauptverfasser: Donohoe, Timothy J, Fishlock, Lisa P, Procopiou, Panayiotis A
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Cyclization
Molecular Structure
Oxidation-Reduction
Pyridines - chemical synthesis
Pyridines - chemistry
Pyridones - chemical synthesis
Pyridones - chemistry
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Zusammenfassung:The ring-closing metathesis reaction has been successfully employed to form a range of dihydropyridone intermediates, which are in the correct oxidation state to undergo a base-induced elimination to reveal the aromatic 2-pyridone. This mild and novel approach to six-membered heteroaromatic compounds then provides access to a wide variety of substituted pyridines in excellent overall yield.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol702684d