Table 2. Reaction conditions and yields for “click” reaction (7 + 9b → 5).
| Compound | Cu(i) source | Solvent | t, h | T, °C | Yield, % |
|---|---|---|---|---|---|
| 5ab | Optimised conditionsa | 82 | |||
| 5b | Optimised conditions | 75 | |||
| 5c | Cu(PPh3)3Brc | MeCN : H2O = 1 : 1 | 24 | r.t. | 74 |
| 5db | Optimised conditions | 57 | |||
| 5eb | Optimised conditions | 59 | |||
| 5fb | Optimised conditions | 57 | |||
| 5g | CuSO4·5H2O + sodium ascorbate | t-BuOH : H2O = 1 : 1 | 24 | 60 | 52 |
| 5h | Cu(PPh3)3Br | MeCN : H2O = 1 : 1 | 1.5 | 70 | 45 |
| 5i | Optimised conditions | 29 | |||
CuSO4·5H2O, sodium ascorbate, Et3N, AcOH, DMF : H2O = 1 : 5, 40 °C, 24 h.
Azide 9b was not isolated (telescoped method).
Auramine was added.