Table 3.
Cycloaddition of 1a and unsymmetrical alkynesa
| entry | alkyne (2) | reaction time | product % yield (3:3')b |
|---|---|---|---|
| 1 | Ar = Ph, R = Me 2d | 6h | 3n, 69 (1.2:1) |
| 2 | Ar = p-OMeC6H4, R = Me, 2e | 6h | 3o, 39 (3:2) |
| 3 | Ar = p-CF3C6H4, R = Me, 2f | 6h | 3p, 39 (4:1) |
| 4 | Ar = Py, R = Me, 2g | 16h | 3q, 56 (7:3) |
| 5 | Ar = Ph, R = Bu, 2h | 5h | 3r, 53 (2:3) |
| 6 | Ar = Ph, R = −(CH2)2NTsBoc 2i | 5h | 3s, 44 (3:2) |
| 7 | R = Me, R' = Bu, 2j | 24h | 3t, 62 (1:1) |
| 8 | R = Me, R' = tBu,2k | 6h | 3u, 26 (0:1) |
Reaction Conditions: 0.4 M 1, 0.4 M 2, 10 mol % Fe(OAc)2, 13 mol % L12, 20 mol % Zn, DMF, 85 °C.
Average of at least two reaction runs.