Continuous flow palladium-catalyzed trifluoromethylthiolation of C-H bonds

    Alexanne Bouchard 1, Vanessa Kairouz 1, Maxime Manneveau 2, Heng-Ying Xiong 2, Tatiana Besset 2

    • 1 Department of Chemistry and Continuous Flow Synthesis Laboratory, Université de Montréal, Montréal, Canada
    • 2 INSA Rouen, UNIROUEN, CNRS, COBRA (UMR 6014), Normandie Université, Rouen, France

    A continuous flow process for the synthesis of trifluoromethylthioethers is reported. The palladium-catalyzed C-H trifluoromethylthiolation of amides derived from the 8-aminoquinoline using N-[(trifluoromethyl)thio]phthalimide produced the desired products in moderate to good yields with a residence time of 20 min. In comparison with the batch process, the reaction time was decreased by a factor of 100 to 200, demonstrating the positive effect of continuous flow processes for this type of reaction.

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