TABLE 4.
Various solvent effects for the isolation of better yields.
| Entry | GO-Cu(II)-bis-cyclen catalyst (mol%) a | Solvent | Yield (%) b |
|---|---|---|---|
| 1 | — | t-butanol/H2O (2:4 v/v) | 0 |
| 2 | 10 c | t-butanol/H2O (2:4 v/v) | 0 |
| 3 | 10 | t-butanol/H2O (2:3 v/v) | 43 |
| 4 | 10 | t-butanol/H2O (2:4 v/v) | 50 |
| 5 | 15 | t-butanol/H2O (2:4 v/v) | 76 |
| 6 | 20 | t-butanol/H2O (2:4 v/v) | 81 |
| 7 | 30 | t-butanol/H2O (2:4 v/v) | 89 |
| 8 | 30 | t-butanol | 67 |
| 9 | 30 | Ethanol | 77 |
| 10 | 30 | CH3CN | 64 |
| 11 | 30 | H2O | 78 |
| 12 | 30 | DMSO | 51 |
Reaction conditions: phenyl acetylene (1 mmol), benzyl azide (1 mmol), and sodium ascorbate (5 mg) were reacted at RT.
Isolated yield of 1-benzyl-4-phenyl-1H-1,2,3-triazole.
Without the catalyst, sodium ascorbate.