Trichlorofluoromethane

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  • A Novel Approach to 2‐Chloro‐2‐fluorostyrenes
    European Journal of Organic Chemistry, 2003
    Co-Authors: Valentine G. Nenajdenko, Alexey V. Shastin, V. N. Korotchenko, Georgy N. Varseev, Elisabeth S. Balenkova
    Abstract:

    A new general catalytic olefination reaction (COR) of aromatic and heteroaromatic aldehydes and ketones was applied to synthesise 2-chloro-2-fluorostyrenes. The two-stage procedure includes the transformation of carbonyl compounds into hydrazones followed by treatment with CFCl3 mediated by copper catalysis. Trichlorofluoromethane was used as a chlorofluoromethylene transfer reagent. The reaction proceeds stereoselectively and the target alkenes were obtained in high yield. A proposed mechanism for the reaction is discussed. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)