Comparison of the results obtained from the synthesis of 2-amino-4-(4-chlorophenyl)-5-oxo-4H,5H-pyrano[3,2-c]chromene-3-carbonitrile using Zr@IL-Fe3O4 MNPs with other reported strategiesa.
| Entry | Catalyst | Solvent | Time (min) | Yield (%) | Ref. |
|---|---|---|---|---|---|
| 1 | SDS | 20 mol%/H2O/60 °C | 150 | 88 | 47 |
| 2 | MNP@AVOPc | 20 mg/solvent-free/25 °C | 15 | 94 | 62 |
| 3 | [Sipim]HSO4 | 0.1 mmol/solvent-free/100 °C | 30 | 95 | 63 |
| 4 | Nano Al2O3 | 25 mol%/EtOH/25 °C | 300 | 80 | 64 |
| 5 | t-ZrO2 NPs | 10 mol%/H2O/80 °C | 35 | 91 | 65 |
| 6 | DMAP | 20 mol%/EtOH/reflux | 300 | 94 | 66 |
| 7 | DTP/SiO2 | 20 mol%/DMF/60 °C | 35 | 92 | 67 |
| 8 | MgO | 0.5 mmol%/H2O/reflux | 120 | 84 | 68 |
| 9 | Zr@IL-Fe3O4 MNPs | 20 mg/solvent-free/100 °C | 15 | 96 | This work |
Reaction conditions: 4-hydroxycoumarin (1 mmol), malononitrile (1.2 mmol), 4-chlorobenzaldehyde (1 mmol).