The synthesis of 1-substituted-1H-tetrazoles catalyzed by (Fe3O4@NFC@NSalophCu)CO2Ha.
Entry | Aldehyde | Time (min) | Tetrazole | Yieldb (%) | Mp (°C) | TON | TOF | Ref. (lit) |
---|---|---|---|---|---|---|---|---|
1a | 20 | 98 | 63 | 326.6 | 990 | 61 | ||
2b | 30 | 90 | 155 | 300 | 600 | 61 | ||
3c | 30 | 95 | 176–177 | 316.6 | 633 | 61 | ||
4d | 15 | 90 | 92–93 | 300 | 682 | 61 | ||
5e | 15 | 97 | 114–115 | 323.3 | 1293 | 61 | ||
6f | 45 | 80 | 200 | 266.6 | 355.4 | 61 | ||
7g | 50 | 90 | 139–140 | 300 | 360 | 62 | ||
8h | 60 | 90 | 78–79 | 300 | 300 | 1 | ||
9i | 30 | 97 | 55 | 323.3 | 646.5 | 63 | ||
10j | 30 | 97 | 67–68 | 323.3 | 646.5 | 64 |
Reaction conditions: aniline (1.0 mmol), triethyl orthoformate (1.2 mmol), sodium azide (1.2 mmol), catalyst (0.3 mol%), and solvent-free conditions; 80 °C.
Isolated yield.