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Herein, we have reported the application of bench stable perfluoroalkanoic acids as fluoro-alkylating reagents in combination with DIB and primary amides for sequential one-pot transformation to R f -embedded functionalized amides under metal-free conditions. The protocol is tolerant to a range of sensitive functional groups (>33 examples and up to 90% yield), and perfluoro acids. Preliminary mechanistic studies, control experiments, in situ 19 F-NMR analyses, and the synthesis of intermediate species were performed to understand the reaction pathways.

Herein, we have demonstrated the application of bench-stable polyfluorinated alcohols as fluoroalkylating reagents for a sequential one-pot transformation with ketones to R-CF 2 -embedded 1,5-diketones and pyridines enabled by a nickel catalyst. The protocol is tolerant to a range of functional groups (>31 examples and up to 85% yield) and perfluoro alcohols and releases H 2 and H 2 O as byproducts. Preliminary mechanistic studies, EPR analyses, and deuterium scrambling experiments were performed, and observed P C-H / P C-D = 2.12.