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Trifluoromethylation of Alkyl Radicals in Aqueous Solution

Haigen Shen, Zhonglin Liu, Pei Zhang, Xinqiang Tan, Zhenzhen Zhang and Chaozhong Li*

*Collaborative Innovation Center of Chemistry for Life Sciences, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China, Email: cligmail.sioc.ac.cn

H. Shen, Z. Liu, P. Zhang, X. Tan, Z. Zhang, C. Li, J. Am. Chem. Soc., 2017, 139, 9843-9846.

DOI: 10.1021/jacs.7b06044 (free Supporting Information)



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Abstract

The combination of Et3SiH and K2S2O8 initiates radical reactions of primary and secondary alkyl bromides or iodides with BPyCu(CF3)3 (BPy = 2,2′-bipyridine) in aqueous acetone at room temperature to provide trifluoromethylated products in good yield. The protocol exhibits wide functional group compatibility.

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Silver-Catalyzed Decarboxylative Trifluoromethylation of Aliphatic Carboxylic Acids

X. Tan, Z. Liu, H. Shen, P. Zhang, Z. Zhang, C. Li, J. Am. Chem. Soc., 2017, 139, 12430-12433.


Key Words

trifluoromethylation


ID: J48-Y2017