Practical synthesis of isocoumarins via Rh(III)-catalyzed C–H activation/annulation cascade

Herein, we report an unprecedented Rh(III)-catalyzed C–H activation/annulation cascade of readily available enaminones with iodonium ylides towards the convenient synthesis of isocoumarins. This coupling system proceeds in useful chemical yields (up to 93%) via a cascade C–H activation, Rh-carbenoid...

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Detalles Bibliográficos
Autores principales: Gao, Qian-Ci, Li, Yi-Fei, Xuan, Jun, Hu, Xiao-Qiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2023
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9907013/
https://www.ncbi.nlm.nih.gov/pubmed/36761471
http://dx.doi.org/10.3762/bjoc.19.10
Descripción
Sumario:Herein, we report an unprecedented Rh(III)-catalyzed C–H activation/annulation cascade of readily available enaminones with iodonium ylides towards the convenient synthesis of isocoumarins. This coupling system proceeds in useful chemical yields (up to 93%) via a cascade C–H activation, Rh-carbenoid migratory insertion and acid-promoted intramolecular annulation. The success of gram-scale reaction and diverse functionalization of isocoumarins demonstrated the synthetic utility of this protocol.

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