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. 2022 Jan 5;12(3):1319–1330. doi: 10.1039/d1ra07654j

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
a

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.

b

Isolated yields.