Selective fluorination of adamantanes by an electrochemical method

被引:22
作者
Aoyama, Motoshi [1 ]
Fukuhara, Tsuyoshi [1 ]
Hara, Shoji [1 ]
机构
[1] Hokkaido Univ, Grad Sch Engn, Sapporo, Hokkaido 0608628, Japan
关键词
D O I
10.1021/jo8004759
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Selective fluorination of adamantanes was achieved by the electrochemical fluorination method, using Et3N-5HF as electrolyte and a fluorine source. Mono-, di-, tri-, and tetrafluoroadamantanes were selectively prepared from adamantanes by controlling the oxidation potential, and the fluorine atoms were introduced selectively at the tertiary carbons. Adamantanes that have functional groups such as ester, cyano, and acetoxymethyl were also fluorinated selectively.
引用
收藏
页码:4186 / 4189
页数:4
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