Cargando…

Oxidative [4+2] annulation of styrenes with alkynes under external-oxidant-free conditions

The sequenced Diels–Alder/oxidation reaction represents a powerful route for the construction of aromatic compounds in organic synthesis. The oxidative Diels–Alder reaction with H(2) evolution would be a more ideal approach that can avoid the additional oxidation procedure and stoichiometric oxidant...

Descripción completa

Detalles Bibliográficos
Autores principales: Zhang, Guoting, Lin, Yulin, Luo, Xu, Hu, Xia, Chen, Cong, Lei, Aiwen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5964314/
https://www.ncbi.nlm.nih.gov/pubmed/29581484
http://dx.doi.org/10.1038/s41467-018-03534-z
Descripción
Sumario:The sequenced Diels–Alder/oxidation reaction represents a powerful route for the construction of aromatic compounds in organic synthesis. The oxidative Diels–Alder reaction with H(2) evolution would be a more ideal approach that can avoid the additional oxidation procedure and stoichiometric oxidant. Herein, an oxidative [4 + 2] annulation reaction of styrene derivatives with electron-rich dienophiles accompanying the H(2) generation has been developed by using the synergistic merger of photoredox and cobaloxime catalyst. With respect to atom and step-economy ideals, this dual catalytic system enables the formation of high-value molecules from feedstock chemicals in a single step under room temperature.