From: Cu-catalyzed, Mn-mediated propargylation and allenylation of aldehydes with propargyl bromides
Entry | [Cu] | Solvent | Mn | Time/h | Yield/% of 3ab |
---|---|---|---|---|---|
1 | CuBr2 | MeCN | – | 12 | Trace |
2 | – | MeCN | Mn | 12 | 16 |
3 | CuBr2 | MeCN | Mn | 12 | 47 |
4 | CuBr2 | THF | Mn | 12 | Trace |
5 | CuBr2 | DCM | Mn | 12 | Trace |
6 | CuBr2 | EtOH | Mn | 12 | 24 |
7c | CuBr2 | MeCN | Mn | 12 | 24 |
8d | CuBr2 | MeCN | Mn | 12 | 13 |
9 | CuSO4 | MeCN | Mn | 12 | 59 |
10 | CuCl | MeCN | Mn | 12 | 83 |
11 | CuCl2 | MeCN | Mn | 12 | 63 |
12 | CuBr | MeCN | Mn | 12 | 74 |
13 | CuI | MeCN | Mn | 12 | 41 |
14e | CuCl | MeCN | Mn | 12 | 75 |
15f | CuCl | MeCN | Mn | 12 | 33 |
16 | CuCl | MeCN | Mn | 24 |  > 99 |