Rapid Continuous Ruthenium-Catalysed Transfer Hydrogenation of Aromatic Nitriles to Primary AminesThis work was supported by Eli Lilly & Co. through the Lilly Research Award Program (LRAP). This work has also been funded by the EPSRC (SVL, grants EP/K009494/1, EP/M004120/1 and EP/K039520/1).
Received: 23 June 2017
Accepted after revision: 18 July 2017
21 August 2017 (eFirst)
Dedicated to our friend Vic Snieckus on the occasion of his 80th birthday
A continuous flow method for the selective reduction of aromatic nitriles to the corresponding amine is reported. The method is based on a ruthenium-catalysed transfer-hydrogenation process, requires no additives, and uses isopropanol as both solvent and reducing agent. The process utilizes 1 mol% of the commercially available [Ru(p-cymene)Cl2]2, with a residence time of ca. 9 min, and a throughput of 50 mmol/h. The method was successfully applied to a range of aromatic nitriles providing the corresponding primary amines in good yields.