期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 74, 期 7, 页码 2850-2853出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo802819p
关键词
-
资金
- National Natural Science Foundation of China [20772144, 20825209, 20832008]
- Chinese Academy of Sciences
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 stereochemistry study of the current C-F bond cleavage reaction showed a complete configurational inversion, which supports an intramolecular S(N)2 reaction mechanism.
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