Dual Nickel-/Palladium-Catalyzed Reductive Cross-Coupling Reactions between Two Phenol Derivatives
Baojian Xiong1, Yue Li1, Yin Wei2
1Department of Dermatology, State Key Laboratory of Biotherapy and Cancer Center, West China Hospital and West China School of Pharmacy, Sichuan University, Chengdu 610041, China.
Abstract:
Cross-coupling between substrates that can be easily derived from phenols is highly attractive due to the abundance of phenols. Here, we report a dual nickel-/palladium-catalyzed reductive cross-coupling between aryl tosylates and aryl triflates; both substrates can be accessed in just one step from readily available phenols. The reaction has a broad functional group tolerance and substrate scope (>60 examples). Furthermore, it displays low sensitivity to steric effects demonstrated by the synthesis of a 2,2'-disubstituted biaryl and a fully substituted aryl product. The widespread presence of phenols in natural products and pharmaceuticals allows for straightforward late-stage functionalization, illustrated with examples such as ezetimibe and tyrosine.
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