Deoxyfluorination of Carboxylic, Sulfonic, Phosphinic Acids and Phosphine Oxides by Perfluoroalkyl Ether Carboxylic Acids Featuring CF2O Units
Shiyu Zhao
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 China
University of Chinese Academy of Sciences, Beijing, 100049 China
Search for more papers by this authorCorresponding Author
Yong Guo
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 China
E-mail: [email protected]; [email protected]Search for more papers by this authorZhaoben Su
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 China
Search for more papers by this authorChengying Wu
Sanming Hexafluo Chemicals Company, Ltd., Fluorinated New Material Industry Park, Mingxi, Sanming, Fujian, 365200 China
Search for more papers by this authorWei Chen
Sanming Hexafluo Chemicals Company, Ltd., Fluorinated New Material Industry Park, Mingxi, Sanming, Fujian, 365200 China
Search for more papers by this authorCorresponding Author
Qing-Yun Chen
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 China
E-mail: [email protected]; [email protected]Search for more papers by this authorShiyu Zhao
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 China
University of Chinese Academy of Sciences, Beijing, 100049 China
Search for more papers by this authorCorresponding Author
Yong Guo
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 China
E-mail: [email protected]; [email protected]Search for more papers by this authorZhaoben Su
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 China
Search for more papers by this authorChengying Wu
Sanming Hexafluo Chemicals Company, Ltd., Fluorinated New Material Industry Park, Mingxi, Sanming, Fujian, 365200 China
Search for more papers by this authorWei Chen
Sanming Hexafluo Chemicals Company, Ltd., Fluorinated New Material Industry Park, Mingxi, Sanming, Fujian, 365200 China
Search for more papers by this authorCorresponding Author
Qing-Yun Chen
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 China
E-mail: [email protected]; [email protected]Search for more papers by this authorMain observation and conclusion
The deoxyfluorination of carboxylic, sulfonic, phosphinic acids and phosphine oxides is a fundamentally important approach to access acyl fluorides, sulfonyl fluorides and phosphoric fluorides, thus the development of inexpensive, stable, easy-to-handle, versatile, and efficient deoxyfluorination reagents is highly desired. Herein, we report the use of potassium salts of perfluoroalkyl ether carboxylic acids (PFECA) featuring CF2O units as deoxyfluorination reagents, which are generated mainly as by-products in the manufacture of hexafluoropropene oxide (HFPO). The synthesis of acyl fluorides, sulfonyl fluorides and phosphoric fluorides can be realized via carbonic difluoride (COF2) generated in situ from thermal degradation of the PFECA salt.
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