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Entry | Br2 (eq.) | H2O (eq.) | m (Br2-H2O)/mg | solvent | Yield/2a%b | Yield/3a%b |
1 | 1 | 46.7 | 100 | 1,4-dioxane | 58 | 5 |
2 | 1 | 46.7 | 100 | THF | 52 | 0 |
3 | 1 | 46.7 | 100 | EtOAc | 30 | 16 |
4 | 1 | 46.7 | 100 | EtOH | 39 | 29 |
5 | 1 | 46.7 | 100 | MeCN | 0 | 0 |
6 | 0.05 | 2.3 | 5 | 1,4-dioxane | 30 | 0 |
7 | 0.1 | 4.6 | 10 | 1,4-dioxane | 29 | 0 |
8 | 0.2 | 9.3 | 20 | 1,4-dioxane | 86 | 0 |
9 | 0.3 | 14 | 30 | 1,4-dioxane | 85 | 0 |
10 | 0.4 | 18.7 | 40 | 1,4-dioxane | 68 | 0 |
11 | 0.6 | 28 | 60 | 1,4-dioxane | 59 | 0 |
12 | 0.8 | 37.3 | 80 | 1,4-dioxane | 58 | 0 |
13c | 0.2 | 9.3 | 20 | 1,4-dioxane | 73 | 0 |
14d | 0.2 | 9.3 | 20 | 1,4-dioxane | 28 | 58 |