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Synlett 2014; 25(17): 2385-2389
DOI: 10.1055/s-0034-1378543
DOI: 10.1055/s-0034-1378543
synpacts
Dehydrogenative Oxidation of Primary Amines to Nitriles
Further Information
Publication History
Received: 03 June 2014
Accepted after revision: 02 July 2014
Publication Date:
21 August 2014 (online)
Abstract
Homogeneous catalysts can promote the oxidation of primary amines to nitriles without added chemical oxidants. An amide-derived N,N,N-ruthenium(II)–hydride complex was discovered that promotes the dehydrogenation of primary and secondary amines to the corresponding nitriles and imines with concomitant liberation of H2, notably without added hydrogen acceptor or base. The dehydrogenative protocol is tolerant of substrates that contain oxidizable functionality and is selective for the dehydrogenation of primary amines (-CH2NH2) in the presence of amines without α-CH hydrogens.
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