Condensation of enamines with perfluoroalkyl iodides yields α-perfluoroalkyl ketones. An intermediate charge-transfer complex between an iminium iodide and the perfluoroalkyl iodide has been detected. The reaction has been extended to α-alkoxy-enamines, ynamines, and pyrroles. It is rapid and uncatalysed for many simple enamines; others require u.v. light.
D. Cantacuzène, C. Wakselman and R. Dorme, J. Chem. Soc., Perkin Trans. 1, 1977, 1365 DOI: 10.1039/P19770001365
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