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October 18, 2025

Tandem Palladium-Catalyzed C–H Activation of Biaryls and Ring Opening of Benzofurans: Access to 2-(9-Phenanthryl)phenol Derivatives

Key Points

This method achieves moderate to good yields of phenanthrene derivatives through palladium-catalyzed processes.
The synthesis demonstrates a broad substrate scope and excellent functional group tolerance, enhancing its applicability.
Modular construction involving biaryls and benzofurans shows potential for various phenol motifs in phenanthrene frameworks.
The process has been effectively scaled up to gram quantities, supporting practical implementation in synthetic chemistry.

Abstract

A palladium-catalyzed annulation of 2-iodo-1,1′-biaryl substrates, featuring concurrent ring opening of benzofurans, has been established to provide a direct and modular approach for the synthesis of a wide array of phenanthrene derivatives in moderate to good yields. The practicability of this new approach for constructing phenanthrene frameworks bearing phenol motifs has been demonstrated on a gram scale and highlighted by its broad substrate scope and excellent functional group tolerance.

Tandem Palladium-Catalyzed C–H Activation of Biaryls and Ring Opening of Benzofurans: Access to 2-(9-Phenanthryl)phenol Derivatives

Key Points

Abstract

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