Silver-mediated trifluoromethylation-iodination of arynes.

Yuwen Zeng, Laijun Zhang, Yanchuan Zhao, Chuanfa Ni, Jingwei Zhao, Jinbo Hu

Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling-Ling Road, Shanghai 200032, China.

Journal of the American Chemical Society 2013 Feb 27

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An unprecedented silver-mediated vicinal trifluoromethylation-iodination of arynes that quickly introduces CF(3) and I groups onto aromatic rings in a single step to give o-trifluoromethyl iodoarenes has been developed. A new reactivity of AgCF(3) has been revealed, and 2,2,6,6-tetramethylpiperidine plays an important role in this difunctionalization reaction.

Citation

Yuwen Zeng, Laijun Zhang, Yanchuan Zhao, Chuanfa Ni, Jingwei Zhao, Jinbo Hu. Silver-mediated trifluoromethylation-iodination of arynes. Journal of the American Chemical Society. 2013 Feb 27;135(8):2955-8