C-F Bond Cleavage by Intramolecular SN2 Reaction of Alkyl Fluorides with O- and N-Nucleophiles
Laijun Zhang, Wei Zhang, Jun Liu and Jinbo Hu*
*Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling-Ling Road, Shanghai 200032, China, Email: jinbohumail.sioc.ac.cn
L. Zhang, W. Zhang, J. Liu, J. Hu, J. Org. Chem., 2009, 74, 2850-2853.
DOI: 10.1021/jo802819p (free Supporting Information)
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A nucleophilic substitution of alkyl fluorides was achieved in intramolecular reactions with O- and N-nucleophiles. The reaction is influenced by the nature of nucleophiles, the size of the ring to be formed, and the comformational rigidity of the precursors.
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