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

Producción científica: Artículo en revista indizadaArtículorevisión exhaustiva

116 Citas (Scopus)

Resumen

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 originalInglés
Páginas (desde-hasta)2374-2377
Número de páginas4
PublicaciónAngewandte Chemie - International Edition
Volumen54
N.º8
DOI
EstadoPublicada - 16 feb 2015
Publicado de forma externa

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