Table 1:
entry | change to conditions | T (°C) | t (h) | yield 3a (%)b |
---|---|---|---|---|
1 | None | 100 | 24 | 88 (86) |
2 | CuCl2 (1.0 equiv) | 100 | 24 | 42 |
3 | CuCl2 (1.5 equiv) | 100 | 24 | 63 |
4 | None | 60 | 24 | 20 |
5 | FeCl3 or CuCl instead of CuCl2 | 100 | 24 | 0 |
6 | DMSO instead of MeCN | 100 | 24 | 40 |
7 | DMF instead of MeCN | 100 | 24 | 44 |
Reaction conditions: 1 (0.10 mmol), 2 (0.25 mmol,), CuCl2 (0.2 mmol), MeCN (1 mL), 100 °C, 24 h.
Yields as judged by 1HNMR spectrocscopy with CH2Br2 as internal standard. Yield in parentheses is the isolated yield.