Table 2.
Synthesis of pyrrolidinones 2a–2h via four-component reactionsa.
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| Entry | Compd | X | Ar | Yieldb (%) |
| 1 | 2a | O | p-CH3OC6H4 | 75c |
| 2 | 2b | O | p-CH(CH3)2C6H4 | 73 |
| 3 | 2c | O | p-CH3C6H4 | 65 |
| 4 | 2d | O | C6H5 | 87 |
| 5 | 2e | O | m-NO2C6H4 | 79 |
| 6 | 2f | CH2 | p-CH3C6H4 | 75 |
| 7 | 2g | CH2 | m-CH3C6H4 | 72 |
| 8 | 2h | CH2 | p-(CH3)3CC6H4 | 80 |
aReaction condition: 2-aminobenzothiazole (2.0 mmol), acetylenedicarboxylate; (2.0 mmol), aromatic aldehyde (2.0 mmol), piperidine or piperidine (2.0 mmol), p-TsOH (0.5 mmol), in EtOH (10.0 mL), rt, 20 min., 50–60 °C 48 h; bIsolated yield.
