Synthesis of spirooxindole-2-azapyrrolizidine derivatives.
Entrya | Isatin 1a–g | Product 4a–h | Time (h) | Yieldb (%) | mp (°C) | |
---|---|---|---|---|---|---|
R 1 | R 2 | |||||
1 | H | H | 4a | 3 | 95 | 260 |
2 | Me | H | 4b | 4 | 85 | 280 |
3 | H | Cl | 4c | 4 | 80 | 300 |
4 | H | F | 4d | 5 | 79 | 304 |
5 | H | Br | 4e | 5 | 90 | 318 |
6 | H | I | 4f | 5 | 85 | 291 |
7 | H | NO2 | 4g | 6 | 78 | 340 |
8 | H | OMe | 4h | 5 | 90 | 271 |
Reactions conditions: isatin derivatives (1 mmol), malononitrile (1 mmol), and hydantoin (1 mmol).
Isolated yield.