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Synlett 2001; 2001(8): 1308-1310
DOI: 10.1055/s-2001-16069
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Novel Entry to Aryl α-Fluoromethyl Ketones via Sodium Hydroxide-Induced Hydrolysis of Fluorinated Enol Tosylates

Kazumasa Funabiki* , Yoshitaka Fukushima, Tomonori Sugiyama, Katsuyoshi Shibata, Masaki Matsui
  • *Department of Chemistry, Faculty of Engineering, Gifu University, Yanagido, Gifu 501-1193, Japan; Fax + 81-58-230-18 93; E-mail: kfunabik@apchem.gifu-u.ac.jp
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Publication Date:
31 December 2001 (online)

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1-Aryl-substituted 2,3,3-trifluoro-1-propenyl p-toluenesulfonate 1 was smoothly hydrolyzed in a mixed solvent of dimethyl sulfoxide-water (1 : 1) in the presence of sodium hydroxide at 80 °C to afford the corresponding aryl α-monofluoromethyl ketones 2 in fair to good yields.

fluorine - ketones