Table 1 Optimisation of reaction conditions
 |  |  | |
---|---|---|---|
Entry | Variables | Time (min) | Yield (%)a |
1 | DABCO (2.0 equiv.), Et3N (0.25 equiv.), DMA (0.4 mL) | 90 | 90 |
2 | DABCO (2.0 equiv.), Et3N (0.25 equiv.) | 90 | 87 |
3 | DABCO (2.0 equiv.), Et3N (0.25 equiv.), sea sand (400 mg) | 90 | 82 |
4 | DABCO (2.0 equiv.), Et3N (0.25 equiv.), silica gel (400 mg) | 90 | 43 |
5 | DABCO (2.0 equiv.), Et3N (0.25 equiv.), no light | 90 | N.R. |
6 | DABCO (2.0 equiv.), Et3N (0.25 equiv.), no 4CzIPN | 90 | trace |
7 | DABCO (2.0 equiv.), Et3N (0.25 equiv.), no NiBr2•glyme | 90 | N.R. |
8 | DABCO (2.0 equiv.) | 90 | trace |
9 | Et3N (0.25 equiv.) | 90 | 38 |
10 | none | 90 | N.R. |
11 | DABCO (1.0 equiv.), Et3N (1.0 equiv.) | 30 | quant. |
12 | DABCO (1.0 equiv.), Et3N (1.0 equiv.), NiCl2•6H2O | 30 | quant. |
13 | DABCO (1.0 equiv.), Et3N (1.0 equiv.), NiCl2 | 30 | quant. |
14 | DABCO (1.0 equiv.), Et3N (1.0 equiv.), NiCl2•glyme | 30 | quant. |
15 | DABCO (1.0 equiv.), Et3N (1.0 equiv.), NiBr2 | 30 | quant. |
16b | DABCO (1.0 equiv.), Et3N (1.0 equiv.) | 90 | quant. |
17 | DABCO (1.0 equiv.), Et3N (1.0 equiv.), 2 mmol scale | 30 | quant. |
18 | DABCO (1.0 equiv.), Et3N (1.0 equiv.), 5 mmol scale | 30 | quant. |
19 | DABCO (1.0 equiv.), Et3N (1.0 equiv.), 2 mmol scale, under air | 30 | N.R. |