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Ag-Catalyzed Chemoselective Decarboxylative Mono- and gem-Difluorination of Malonic Acid Derivatives

Zhen Wang, Cong-Ying Guo, Cheng Yang, Jian-Ping Chen*

*Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China, Email: ias_jpchennjtech.edu.cn

Z. Wang, C.-Y. Guo, C. Yang, J.-P. Chen, J. Am. Chem. Soc., 2019, 141, 5617-5622.

DOI: 10.1021/jacs.9b00681 (free Supporting Information)


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Abstract

A Ag-catalyzed decarboxylative fluorination reaction provides an unprecedented route to either gem-difluoroalkanes or α-fluorocarboxylic acids from malonic acid derivatives by the judicious selection of base and solvent. This reaction features the use of readily available starting materials, tunable chemoselectivity and good functional group compatibility.

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Key Words

gem-difluoroalkanes, α-fluorocarboxylic acids, Selectfluor


ID: J48-Y2019