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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 44, 2014 - Issue 9
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Original Articles

Reductive Amination of Aldehydes and Amines with an Efficient Pd/NiO Catalyst

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Pages 1314-1322 | Received 28 Aug 2013, Published online: 28 Mar 2014
 

Abstract

By applying a simple Pd/NiO catalyst, the reductive amination of amines and aldehydes can progress efficiently under mild reaction conditions, and 24 substituted amines with different structures were synthesized with up to 98% isolated yields.

GRAPHICAL ABSTRACT

Notes

a Reaction conditions: benzaldehyde (1.0 mmol), aniline (1.0 mmol), Pd/NiO (20 mg, 0.2 mol% Pd to aniline), under hydrogen atmosphere, solvent (2 mL).

b Conversion of aniline. Selectivity to N-benzyl aniline.

c GC yield determined by GC-FID using biphenyl as external standard material.

a Reaction conditions: benzaldehyde (1.0 mmol), amine (1.0 mmol), Pd/NiO (20 mg), under hydrogen atmosphere, EtOH (2 mL), 25 °C, 12 h.

b Isolated yield.

c GC yield determined by GC-FID using biphenyl as external standard material.

a Reaction conditions: benzaldehyde (1 mmol), amine (1 mmol), Pd/NiO (20 mg), under hydrogen atmosphere, EtOH (2 mL) at 25 °C for 12 h.

b Isolated yield.

a Reaction conditions: benzaldehyde (1.0 mmol), aniline (1.0 mmol), Pd/NiO (20 mg), and solvent (2 mL), under hydrogen atmosphere, 12 h, 25 °C.

b GC yield.

Color versions of one or more of the figures in the article can be found online at www.tandfonline.com/lsyc.

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