The synthesis of 5-substituted-1H-tetrazoles catalyzed by (Fe3O4@NFC@NSalophCu)CO2Ha.
Entry | Aldehyde | Time (min) | Tetrazole | Yieldb (%) | Mp (°C) | TON | TOF | Ref. (lit) |
---|---|---|---|---|---|---|---|---|
1a | 15 | 97 | 217–218 | 242.5 | 970 | 60 | ||
2b | 15 | 97 | 258–259 | 242.5 | 970 | 60 | ||
3c | 15 | 97 | 220–221 | 242.5 | 970 | 60 | ||
4d | 20 | 90 | 233–234 | 225 | 682 | 60 | ||
5e | 10 | 98 | 232–233 | 245 | 1476 | 60 | ||
6f | 15 | 98 | 154–156 | 245 | 980 | 60 | ||
7g | 30 | 85 | 220–221 | 212.5 | 425 | 60 | ||
8h | 10 | 98 | 133–134 | 245 | 1476 | 60 | ||
9i | 15 | 92 | 187–189 | 230 | 920 | 53 | ||
10j | 10 | 75 | 214–215 | 187.5 | 1130 | 60 |
Reaction conditions: aldehyde (1.0 mmol), hydroxylamine (1.2 mmol), sodium azide (1.5 mmol), catalyst (0.4 mol%), and H2O (5 mL); 60 °C.
Isolated yield.