Synthesis of 2-azapyrrolizidine derivatives.
Entrya | Aldehyde | Product | Time (h) | Yieldb (%) | mp (°C) | |||
---|---|---|---|---|---|---|---|---|
R 1 | R 2 | R 3 | R 4 | |||||
1 | H | H | OMe | H | 4i | 3 | 95 | 260 |
2 | H | H | Me | H | 4j | 3 | 95 | 260 |
3 | H | H | H | H | 4k | 1 | 92 | 275 |
4 | OMe | H | OMe | H | 4l | 6 | 50 | 245 |
5 | H | H | Br | H | 4m | 74 | 271 | |
6 | H | NO2 | H | H | 4n | 6 | 85 | 265 |
7 | H | Cl | H | 4o | 2 | 96 | 281 | |
8 | Cl | H | Cl | 4p | 5 | 54 | 265 |
Reactions conditions: aldehyde derivatives (1 mmol), malononitrile (1 mmol), and hydantoin (1 mmol).
Isolated yield.