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A ligand-free, powerful, and practical method for methoxylation of unactivated aryl bromides by use of the CuCl/HCOOMe/MeONa/MeOH system

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Abstract

A ligand-free, powerful, and practical method for mono and polymethoxylation of unactivated aryl bromides has been developed; CuCl was used as catalyst, HCOOMe as cocatalyst, and methanolic MeONa as both nucleophile and solvent. This eco-friendly procedure is characterized by operational simplicity, inexpensive substrates (unactivated mono to polybromoarenes), full conversion, and direct recovery of pure MeOH.

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Acknowledgments

The authors are grateful to the National Natural Science Foundation of China (project nos 21176074 and 21476074), the Research Fund for the Doctoral Program of Higher Education of China (project no. 20130074110009), and the Shandong Rongyuan Pharmaceutical Co. Ltd. for financial support.

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Authors and Affiliations

  1. School of Pharmacy, East China University of Science and Technology, Campus P. O. Box 363, 130 Meilong Road, Shanghai, 200237, China

    Ying Guo, Cheng Chen, Hong-Wei Liu, Jian-Hong Zhao & Ya-Fei Ji

  2. College of Food Science and Technology, Shanghai Ocean University, Shanghai, 201306, China

    Si-Zhe Ji

  3. Shanghai New Asia Pharmaceutical Co. Ltd., 92 Zhangjiang Road, Shanghai, 201203, China

    Yu-Lin Zheng

Authors
  1. Ying Guo
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  2. Si-Zhe Ji
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  3. Cheng Chen
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  4. Hong-Wei Liu
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  5. Jian-Hong Zhao
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Correspondence to Hong-Wei Liu or Ya-Fei Ji.

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Guo, Y., Ji, SZ., Chen, C. et al. A ligand-free, powerful, and practical method for methoxylation of unactivated aryl bromides by use of the CuCl/HCOOMe/MeONa/MeOH system. Res Chem Intermed 41, 8651–8664 (2015). https://doi.org/10.1007/s11164-014-1917-x

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