Table 2.
Entry | Modification | Yield of 5 (%)b |
---|---|---|
1 | none | 82 |
2 | reaction time of 2 h | 81 |
3 | no light | <5% |
4 | no Hantzsch ester | ND |
5 | no photocatalyst (2 h) | 28 |
6 | no photocatalyst (18 h) | 67 |
7 | no i-Pr2NEt•HBF4 | 72 |
8 | oxalate 3a (1 equiv) | 67 |
9 | oxalate 3a (1.1 equiv) | 68 |
10 | oxalate 3a (1 equiv) MVK (1.5 equiv) |
57 |
Conditions of eq 2 using i-Pr2NEt•HBF4; [3a] = 0.15 M.
Isolated yield after silica gel chromatography.
ND = not detected.