Table 1.
Entry | Deviation from standard condition | Yield 12 (%)b | Yield 13 (%)c |
---|---|---|---|
1 | None | 66 | 28 |
2 | 1 equiv of cyclohexane | 44 | 33 |
3 | no photocatalyst | 0 | 48 |
4 | no ligand | 3 | 27 |
5 | no nickel | 0 | 17 |
6 | no light | 0 | 34 |
7 | 26 °C | 46 | 17 |
8 | 40 °C | 55 | 32 |
9 | no Na2WO4·2H2Od | 39 | 19 |
10 | no Na2WO4·2H2Od, 72 h | 62 | 22 |
11 | Na2SiO3·5H2O instead of Na2WO4·2H2O | 57 | 25 |
12 | no K3PO4d | 58 | 35 |
13 | no K3PO4, no Na2WO4·2H2O | 17 | 11 |
K3PO4 (2 equiv); Na2WO4·2H2O (1 equiv).
Yields determined by 1H NMR using 4-fluoroanisole as an external standard.
Yield determined by GC analysis based on consumption of 2 equiv of chloroformate for production of 1 equiv of DPC.
3 equiv of base used.