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Palladium(II)-Catalyzed Tandem Oxidative Acetoxylation/ortho C–H Activation/Carbocyclization of Arylallenes

[Image: see text] Herein we report an example of tandem oxidative acetoxylation/carbocyclization of arylallenes 1 using Pd(OAc)(2). The catalytic protocol is highly selective and provides access to new C–C and C–O bonds leading to a carbocyclization. The reaction proceeds via C–H activation by Pd. M...

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Detalles Bibliográficos
Autores principales: Mazuela, Javier, Banerjee, Debasis, Bäckvall, Jan-E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2015
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4557776/
https://www.ncbi.nlm.nih.gov/pubmed/26201012
http://dx.doi.org/10.1021/jacs.5b06068
Descripción
Sumario:[Image: see text] Herein we report an example of tandem oxidative acetoxylation/carbocyclization of arylallenes 1 using Pd(OAc)(2). The catalytic protocol is highly selective and provides access to new C–C and C–O bonds leading to a carbocyclization. The reaction proceeds via C–H activation by Pd. Mechanistic investigations show that the C–H activation is not the rate-limiting step and indicate that the reaction proceeds via acetoxylation of the allene.