Direct Synthesis of 1-Indanones via Pd-Catalyzed Olefination and Ethylene Glycol-Promoted Aldol-Type Annulation Cascade

Direct Synthesis of 1-Indanones via Pd-Catalyzed Olefination and Ethylene Glycol-Promoted Aldol-Type Annulation Cascade

A wide range of multisubstituted 1-indanones of potential pharmaceutical use were synthesized in a one-pot fashion in moderate to excellent yields via palladium catalysis in ethylene glycol. The Heck reaction first installs an enol functionality on the aromatic ring; this is followed by an ethylene...

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Veröffentlicht in:Organic letters 2011-01, Vol.13 (2), p.268-271
Hauptverfasser: Ruan, Jiwu, Iggo, Jonathan A, Xiao, Jianliang
Format: Artikel
Sprache:eng
Schlagworte:
Aldehydes - chemistry
Alkenes - chemistry
Catalysis
Combinatorial Chemistry Techniques
Cyclization
Ethylene Glycol - chemistry
Indans - chemical synthesis
Indans - chemistry
Molecular Structure
Palladium - chemistry
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Zusammenfassung:A wide range of multisubstituted 1-indanones of potential pharmaceutical use were synthesized in a one-pot fashion in moderate to excellent yields via palladium catalysis in ethylene glycol. The Heck reaction first installs an enol functionality on the aromatic ring; this is followed by an ethylene glycol promoted aldol-type annulation with a neighboring carbonyl group, resulting in the formation of various 1-indanones.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol102756m