Abstract
The efficient use of cellulose sulfuric acid as a heterogeneous catalyst promotes three-component, one-pot Mannich reaction of various ketones, aromatic aldehydes, and aromatic amines in ethanol to make the corresponding β-amino ketones with high stereoselectivity in favor of the anti-isomer. This protocol has several advantages such as good yield, mild reaction conditions, no environmental hazards, and simple workup procedure.
ACKNOWLEDGMENT
We thank the Department of Chemistry and Center of Gifted Students of Semnan University for supporting this work.
Notes
a Reaction conditions: Aromatic aldehyde (2 mmol), aniline (2 mmol), cyclohexanone (3 mmol), CSA (0.3 g).
b Isolated yields, products were confirmed by 1H NMR.
c Anti/syn ratio was determined by 1H NMR.
a Reaction conditions: Aldehyde (2 mmol), aromatic aniline (2 mmol), acetophenone (2 mmol) or 1,3-diphenylpropan-2-one (2 mmol) and CSA (0.5 g).
b Isolated yield, products were confirmed by 1H NMR.
c No reaction.