Silver-Catalyzed Decarboxylative Fluorination of Aliphatic Carboxylic Acids in Aqueous Solution

Feng Yin, Zhentao Wang, Zhaodong Li and Chaozhong Li*

*Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. China, Email: cligmail.sioc.ac.cn

F. Yin, Z. Wang, Z. Li, C. Li, J. Am. Chem. Soc., 2012, 134, 10401-10404.

DOI: 10.1021/ja3048255

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Abstract

A catalytic amount of AgNO₃ enables an efficient decarboxylative fluorination of aliphatic carboxylic acids with Selectfluor in aqueous solution to yield the corresponding alkyl fluorides in good yields under mild conditions. This radical fluorination method is not only efficient and general but also chemoselective and functional-group-compatible, thus making it highly practical in the synthesis of fluorinated molecules.

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Key Words

Alkyl Fluorides, Selectfluor

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ID: J48-Y2012-2010