Tandem nucleophilic addition-Oppenauer oxidation of aromatic aldehydes to aryl ketones with triorganoaluminium reagents

Tandem nucleophilic addition-Oppenauer oxidation of aromatic aldehydes to aryl ketones with triorganoaluminium reagents

In the presence of pinacolone, the in situ prepared triorganoaluminium reagents reacted with aromatic aldehydes to give ketones in moderate to high yield. We propose that the products are formed via a tandem organoaluminium reagents addition-Oppenauer oxidation sequence.

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Veröffentlicht in:Organic & biomolecular chemistry 2013-07, Vol.11 (27), p.4429-4432
Hauptverfasser: Fu, Ying, Yang, Yanshou, Hügel, Helmut M, Du, Zhengyin, Wang, Kehu, Huang, Danfeng, Hu, Yulai
Format: Artikel
Sprache:eng
Schlagworte:
Aldehydes - chemistry
Aluminum - chemistry
Butanones - chemistry
Hydrocarbons, Aromatic - chemistry
Ketones - chemical synthesis
Ketones - chemistry
Oxidation-Reduction
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Zusammenfassung:In the presence of pinacolone, the in situ prepared triorganoaluminium reagents reacted with aromatic aldehydes to give ketones in moderate to high yield. We propose that the products are formed via a tandem organoaluminium reagents addition-Oppenauer oxidation sequence.
ISSN:1477-0520
1477-0539
DOI:10.1039/c3ob40642c