Ru-Catalyzed Ring-Opening and Substitution Reactions of Heteroaromatic Compounds Using Propargylic Carboxylates as Precursors of Vinylcarbenoids

Ru-Catalyzed Ring-Opening and Substitution Reactions of Heteroaromatic Compounds Using Propargylic Carboxylates as Precursors of Vinylcarbenoids

The reaction of heteroaromatic compounds with propargylic carboxylates in the presence of a catalytic amount of [RuCl2(CO)3]2 or PtCl2 gives trienes in good yields. The key intermediate is an electrophilic (1-acetoxylvinyl)carbene complex generated from the activated propargylic acetates with transi...

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Veröffentlicht in:Organic letters 2006-04, Vol.8 (8), p.1741-1743
Hauptverfasser: Miki, Koji, Fujita, Michinobu, Uemura, Sakae, Ohe, Kouichi
Format: Artikel
Sprache:eng
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Zusammenfassung:The reaction of heteroaromatic compounds with propargylic carboxylates in the presence of a catalytic amount of [RuCl2(CO)3]2 or PtCl2 gives trienes in good yields. The key intermediate is an electrophilic (1-acetoxylvinyl)carbene complex generated from the activated propargylic acetates with transition metals.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0604769