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Direct Application of Phenolic Salts to Nickel-Catalyzed Cross-Coupling Reactions with Aryl Grignard Reagents

Authors

  • Da-Gang Yu,

    1. Beijing National Laboratory of Molecular Sciences (BNLMS), PKU Green Chemistry Centre and Key Laboratory of Bioorganic Chemistry and Molecular Engineering, Ministry of Education, College of Chemistry, Peking University, Beijing 100871 (China)
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  • Bi-Jie Li,

    1. Beijing National Laboratory of Molecular Sciences (BNLMS), PKU Green Chemistry Centre and Key Laboratory of Bioorganic Chemistry and Molecular Engineering, Ministry of Education, College of Chemistry, Peking University, Beijing 100871 (China)
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  • Shu-Fang Zheng,

    1. Chemistry and Material Sciences, Sichuan Normal University, Chengdu, Sichuan 610068 (China)
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  • Bing-Tao Guan,

    1. Beijing National Laboratory of Molecular Sciences (BNLMS), PKU Green Chemistry Centre and Key Laboratory of Bioorganic Chemistry and Molecular Engineering, Ministry of Education, College of Chemistry, Peking University, Beijing 100871 (China)
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  • Bi-Qing Wang Prof.,

    1. Chemistry and Material Sciences, Sichuan Normal University, Chengdu, Sichuan 610068 (China)
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  • Zhang-Jie Shi Prof. Dr.

    1. Beijing National Laboratory of Molecular Sciences (BNLMS), PKU Green Chemistry Centre and Key Laboratory of Bioorganic Chemistry and Molecular Engineering, Ministry of Education, College of Chemistry, Peking University, Beijing 100871 (China)
    2. State Key Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, Shanghai 200032 (China), Fax: (+86) 10-6276-0890 http://www.chem.pku.edu.cn/zshi/
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  • We thank Prof. Wen-Xiong Zhang, Dr. Neng-Dong Wang and Dr. Wen-Hua Wang for the crystallographic analysis and Mr. Zhen-Xing Li for assistance in the PXRD studies. Support of this work by the NSFC (No. 20672006, 20821062, 20832002, 20925207, GZ419) and the “973” Project from the MOST of China (2009CB825300) is gratefully acknowledged.

Abstract

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You're nickel'd pal! The first successful coupling reaction with the direct application of naphtholates as electrophiles (see scheme, X=halide) improves both the step economy and atom economy of cross-coupling reactions whilst decreasing the cost of preparing complex scaffolds from readily available phenol derivatives.

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