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

ABSTRACT: 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 H2 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 H2 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.

SUBMITTER: Zhang G

PROVIDER: S-EPMC5964314 | biostudies-literature | 2018 Mar

REPOSITORIES: biostudies-literature

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

Zhang Guoting G Lin Yulin Y Luo Xu X Hu Xia X Chen Cong C Lei Aiwen A

Nature communications 20180326 1

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 H2 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 H2 generation has been developed by using the synergistic ...[more]

PMID: 29581484

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