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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