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

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

Keywords:

• Aldehydes
• amination
• amines
• palladium

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.