Table 1 Optimized conditions to prepare triazolo[1,2-a]indazole-trione and spiro triazolo[1,2-a]indazole-tetraones.
Entry | Catalyst | Solvent/T (oC) | Catalyst (mg) | Time (min) | Yield a (%) |
|---|---|---|---|---|---|
1 | P-TSOH | Solvent-free/90 °C | 20 | 270 | 57 |
2 | CH3COOH | Solvent-free/90 °C | 20 | 290 | 51 |
3 | SiO2 | Solvent-free/90 °C | 20 | 260 | 56 |
4 | GO/f–SiO2 | Ethanol/90 °C | 20 | 150 | 61 |
5 | GO/f–SiO2/Co | Solvent-free /50 °C | 20 | 90 | 69 |
6 | GO/f–SiO2/Co | Solvent-free /70 °C | 20 | 60 | 77 |
7 | GO/f–SiO2/Co | Ethanol/90 °C | 20 | 100 | 76 |
8 | GO/f–SiO2/Co | Solvent-free /90 °C | 20 | 19 | 93 |
9 | GO/f–SiO2/Co | H2O/90 °C | 20 | 90 | 79 |
10 | GO/f–SiO2 | Solvent-free /90 °C | 20 | 45 | 81 |
11 | GO/f–SiO2/Co | MeCN/90 °C | 20 | 160 | 61 |