Reported catalytic systems for the formation of spiro[indene-2,2′-naphthalene]-4′-carbonitrilesa.
| Entry | Catalyst | Time (min) | Temp. (°C) | Yieldb (%) | Ref. |
|---|---|---|---|---|---|
| 1 | — | 180 | Reflux | 21 | This work |
| 2 | Fe3O4@SiO2 (20 mg) | 300 | Reflux | 42 | This work |
| 3 | l-Tryptophan (20 mg) | 300 | Reflux | 68 | This work |
| 4 | Nano Fe3O4@SiO2@l-tryp (20 mg) | 80 | rt | 90 | This work |
| 5 | Nano Fe 3 O 4 @SiO 2 @ l -tryp (20 mg) | 30 | Reflux | 91 | This work |
| 6 | Nano Fe3O4@SiO2@l-tryp (15 mg) | 80 | Reflux | 90 | This work |
| 7 | Nano Fe3O4@SiO2@l-tryp (30 mg) | 30 | Reflux | 91 | This work |
| 8 | l-Proline (15 mol%) | 180 | rt | 89 | 18 |
| 9 | Ethylene glycol (3.3 g) | 150 | 100 | 84 | 19 |
| 10 | DABCO (10 mol%) | 90 | rt | 88 | 20 |
Reaction conditions: malononitrile (1 mmol), cyclohexanone (1 mmol) p-nitro benzaldehyde (1 mmol), and 1,3-indandione (1 mmol) in the presence of Fe3O4@SiO2-l-tryptophan in EtOH under reflux conditions.
Isolated yields.