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朱晨教授在J. Am. Chem. Soc.发表研究论文

Silver-Catalyzed Ring-Opening Strategy for the Synthesis of β- and γ-Fluorinated Ketones

Huijun Zhao,   Xuefeng Fan,   Jiajia Yu  and   Chen Zhu*†‡(朱晨)  

 

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, 199 Ren-Ai Road, Suzhou, Jiangsu 215123, People's Republic of China

Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, People's Republic of China

J. Am. Chem. Soc. 2015, 137, 3490–3493

 

A regioselective synthesis of β- and γ-fluorinated ketones via silver-catalyzed ring opening is described. A variety of β- and γ-fluorinated ketones are efficiently prepared, respectively, from tertiary cyclopropanol and cyclobutanol precursors, providing a straightforward approach for the introduction of a fluorine atom into complex molecules. Preliminary mechanistic studies suggest that a radical-mediated sequential C–C bond cleavage and C–F bond formation pathway is involved.

 

链接:

//pubs.acs.org/doi/abs/10.1021/jacs.5b00939