The Journal of organic chemistry

C− F Bond Cleavage by Intramolecular SN2 Reaction of Alkyl Fluorides with O-and N-Nucleophiles

L Zhang, W Zhang, J Liu, J Hu

Index: Zhang, Laijun; Zhang, Wei; Liu, Jun; Hu, Jinbo Journal of Organic Chemistry, 2009 , vol. 74, # 7 p. 2850 - 2853

Full Text: HTML

Citation Number: 36

Abstract

The nucleophilic substitution of alkyl fluorides was achieved in the intramolecular reactions with O-and N-nucleophiles. The intramolecular defluorinative cyclization reaction was influenced by the nature of nucleophiles, the size of the ring to be formed, and the comformational rigidity of the precursors. Intermolecular nucleophilic substitution reactions of alkyl fluorides under similar reaction conditions were found to be difficult. The ...