A Catellani and retro-Diels–Alder strategy to access 1-amino phenanthrenes via ortho- and interannular C–H activation of 2-iodobiphenyls

Literature Information

Publication Date 2021-10-02
DOI 10.1039/D1QO01103K
Impact Factor 5.281
Authors

Mingjie Sun, Xinyang Chen, Zichao Feng, Guobo Deng, Yuan Yang, Yun Liang


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Abstract

An efficient palladium-catalyzed three-component domino reaction of 2-iodobiphenyls, O-benzoylhydroxylamines, and norbornadiene has been developed to construct diverse 1-amino phenanthrene derivatives. The methodology realizes simultaneous construction of one C–N bond and two C–C bonds via a Catellani and retro-Diels–Alder strategy by ortho- and interannular C–H activation of 2-iodobiphenyls. Furthermore, this methodology features good functional group tolerance and broad substrate scope.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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