Table 2.
Biginelli condensation using different metallophthalocyanines 5–7 as catalysts under different reaction conditions.
| Entry | Substrate | MPc | Reaction Time (h) | Solvent | Catalyst (mol %) | Yield a (%) |
|---|---|---|---|---|---|---|
| 1 | benzaldehyde | 5 | 1.5 | DMC | 2 | 98 |
| 2 | benzaldehyde | 6 | 3 | DMC | 2 | 90 |
| 3 | benzaldehyde | 7 | 2 | DMC | 2 | 85 |
| 4 | 3-methoxy benzaldehyde | 5 | 2.5 | EtOH | 2 | 80 |
| 5 | 3-methoxy benzaldehyde | 5 | 3 | THF | 2 | 75 |
| 6 | 3-methoxy benzaldehyde | 5 | 3.5 | CH3COCH3 | 5 | 98 |
| 7 | 3-methoxy benzaldehyde | 5 | 1 | DMC | 10 | 98 |
| 8 | 3-methoxy benzaldehyde | 5 | 4 | DMC | - | trace |
Reaction conditions: aldehyde (5 mmol), urea (5 mmol), ethyl acetoacetate (5 mmol), solvent (5 mL) and catalyst (2–10 mol %) at refluxing temperature. a Isolated yields. DMC: dimethylcarbonate.