Journal
TETRAHEDRON
Volume 69, Issue 43, Pages 9145-9154Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2013.08.016
Keywords
Amines; Reductive amination; Oxo-rhenium complexes; Silanes
Categories
Funding
- FCT [PTDC/QUI-QUI/110080/2009, PTDC/QUI-QUI/110532/2009]
- Polish National Science Centre [DEC-2011/03/N/ST5/04522]
- Portuguese NMR Network
- [SFRH/BD/63471/2009]
- [SFRH/BD/90659/2012]
- Fundação para a Ciência e a Tecnologia [SFRH/BD/90659/2012, PTDC/QUI-QUI/110532/2009] Funding Source: FCT
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This work describes the catalytic activity of 17 oxo-rhenium complexes containing heterocyclic ligands in the direct reductive amination of 4-nitrobenzaldehyde with 4-chloroaniline, using phenylsilane as reducing agent. In general, all of the catalysts tested gave excellent yields of the secondary amine, although, the best result was obtained with the catalytic system PhSiH3/ReOBr2(Hhmpbta)(PPh3) (2.5 mol %). This system was also applied to the synthesis of a large variety of secondary amines in good to excellent yields and tertiary amines in moderate yields, with tolerance of different functional groups. (C) 2013 Elsevier Ltd. All rights reserved.
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