Rhodium-catalyzed (5+1) annulations between 2-alkenylphenols and allenes: A practical entry to 2,2-disubstituted 2H-chromenes

Noelia Casanova, Andrés Seoane, José L. Mascareñas, Moisés Gulías

Producció científica: Article en revista indexadaArticleAvaluat per experts

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Resum

Readily available alkenylphenols react with allenes under rhodium catalysis to provide valuable 2,2-disubstituted 2H-chromenes. The whole process, which involves the cleavage of one C-H bond of the alkenyl moiety and the participation of the allene as a one-carbon cycloaddition partner, can be considered a simple, versatile, and atom-economical (5+1) heteroannulation. The reaction tolerates a broad range of substituents both in the alkenylphenol and in the allene, and most probably proceeds through a mechanism involving a rhodium-catalyzed C-C coupling followed by two sequential pericyclic processes.

Idioma originalAnglès
Pàgines (de-a)2374-2377
Nombre de pàgines4
RevistaAngewandte Chemie - International Edition
Volum54
Número8
DOIs
Estat de la publicacióPublicada - 16 de febr. 2015
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