Table 2. Screening the Model Reaction in the Presence of the Desired Catalyst and Its Related Intermediatesa.
entry | catalyst | yield (%)b |
---|---|---|
1 | Fe3O4 | 65 |
2 | Fe3O4@SiO2 | 60 |
3 | Fe3O4@SiO2@(CH2)3–urea–thiazole | 70 |
4 | Fe3O4@SiO2@(CH2)3–urea–thiazole sulfonic acid chloride | 85 |
Reaction conditions:: 4-methylbenzaldehyde (1 mmol, 0.120 g), pyruvic acid (1 mmol, 0.088 g), and 1-naphthylamine (1 mmol, 0.143 g), catalyst: 10 mg.
Isolated yields.