Rapid Continuous Ru-Catalysed Transfer Hydrogenation of Aromatic Nitriles to Primary Amines
Published version
Peer-reviewed
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Article
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Authors
labes, R
Calderon, DG
Battilocchio, Claudio 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
1437-2096
Volume Title
28
Publisher
Georg Thieme Verlag
Publisher DOI
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)
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).