Optimization for the synthesis of NH-1,2,3-triazoles 4a.
| ||
|---|---|---|
| Entry | Base | Yield 4ab (%) |
| 1 | Pyrrolidine | 97 |
| 2 | Piperidine | >99 |
| 3 | Morpholine | 84 |
| 4 | Et3N | 26 |
| 5 | DBU | 23 |
| 6 | DABCO | 10 |
| 7 | TMG | 47 |
| 8 | TMEDA | 6 |
| 9 | Na2CO3 | 12 |
| 10 | NaOH | 27 |
| 11 | Cs2CO3 | 33 |
| 12 | K2CO3 | 24 |
Reaction condition: 3a (0.1 mmol, 33.4 mg) and corresponding base (2 eq.) were dissolved in 1,4-dioxane (2 mL) and stirred at room temperature for 12 hours.
The yield was determined by HPLC using pure 4a as external standard [t3a = 2.937 min, λmax = 245.2 nm, CH3CN/water = 50 : 50 (v/v)].