Table 1. Optimization studies.
| ||
|---|---|---|
| # | Deviations from stand. cond. | Y. of 2a,a (%) |
| 1 | None | 99 |
| 2 | InBr/LiBr (1.2 equiv.) | 97 |
| 3 | Heat at 60 °C | 80 |
| 4 | 50 °C + ultrasound | 90 |
| 5b | 20 °C | 40 |
| 6 | Air atmosphere | 71 |
| 7b | DME as solvent | 95 |
| 8b | MeCN as solvent | 77 |
| 9b | THF as solvent | 75 |
| 10 | LiCl (1.5 equiv.) instead of LiBr | 35 |
| 11 | No LiBr | 48 |
| 12 | In (1.5 equiv.) instead of InBr | 41 |
Determined by 1H NMR with 1,3,5-trioxane as an internal standard.
16 h.