Table 1.
| |||||
---|---|---|---|---|---|
entry | %Pd(OBz)2 | %DAFO | %BQ | yield (%) | unreacted 1b (%) |
1 | 0 | 10 | 0 | 0 | quant |
2 | 10 | 0 | 0 | 0 | 22 |
3 | 10 | 10 | 0 | 59 | 0 |
4b | 10 | 10 | 0 | 58 | 0 |
5 | 20 | 20 | 0 | 55 | 0 |
6 | 10 | 20 | 0 | 51 | 21 |
7 | 10 | 10 | 10 | 74 | 0 |
8 | 10 | 10 | 50 | 78 | 0 |
9c | 10 | 10 | 10 | 79 | 0 |
Conditions: Reactions were conducted with 0.1 mmol (1 equiv) of 1b and 2.0 equiv of BzO2tBu. The ligand, 4,5-diazafluoren-9-one, is abbreviated as DAFO. Benzoquinone is abbreviated as BQ. The reaction duration was 20 h. Yields were determined by 1H NMR.
Reaction was conducted with 4.0 equiv of BzO2tBu.
Average yield of two reactions; reaction duration was 10 h.