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Rapid Continuous Ru-Catalysed Transfer Hydrogenation of Aromatic Nitriles to Primary Amines

Published version
Peer-reviewed

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Authors

labes, R 
Calderon, DG 
Battilocchio, Claudio  ORCID logo  https://orcid.org/0000-0002-4601-8527
Mateos, C 
Cumming, GR 

Abstract

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.

Description

Keywords

nitrile reduction, transfer hydrogenation, ruthenium, primary amine, continuous flow

Journal Title

Synlett

Conference Name

Journal ISSN

0936-5214
1437-2096

Volume Title

28

Publisher

Georg Thieme Verlag
Sponsorship
Engineering and Physical Sciences Research Council (EP/K009494/1)
Engineering and Physical Sciences Research Council (EP/M004120/1)
Engineering and Physical Sciences Research Council (EP/K039520/1)
This 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).
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