Table 2.
Entry | Change from standard conditions | Yield (%) of 3aab |
---|---|---|
1 | None | 71 |
2 | PTH2 instead of PTH1 | 74 (70) |
3 | PTH3 instead of PTH1 | 37 |
4 | PTH4 instead of PTH1 | 0 |
5c | Without LiBF4 | 0 |
6c | LiPF6 instead of LiBF4 | trace |
7c | NaBF4 instead of LiBF4 | 0 |
8c | MeCN instead of MeCN/DCM | 45 |
9c | DCM instead of MeCN/DCM | 53 |
10c | DMF instead of MeCN/DCM | 0 |
11c | THF instead of MeCN/DCM | 39 |
12c | 0 °C instead of 10 °C | 31 |
13c | 20 °C instead of 10 °C | 69 |
14c | 40 °C instead of 10 °C | 65 |
a Each reaction was carried out with 1a-1 (0.05 mmol), 2a (0.15 mmol), PTH1 (0.05 mmol) and LiBF4 (0.05 mmol) in MeCN (0.3 mL) and DCM (0.2 mL) at 10 °C under blue LED irradiation for 18 hb 1.H NMR yields. The number in parentheses is the isolated yieldc .PTH2 (1.0 equiv.) was used.