Table 2.
| |||
---|---|---|---|
entry | substrate | % yield | |
L=PPh3 | L=PCy3 | ||
1 | 82 | 80 | |
2 | 81 | 81 | |
3 | 84 | 82 | |
4 | 79 | 80 | |
5 | 86 | 87 | |
6 | 52 | 82 | |
7 | 67 | 66b | |
8 | 85 | 86 | |
9 | 56 | 48 | |
10 | 68 | 67 | |
11 | 72 | 55c |
Reaction with 1.3 equiv Et2Zn, 2.3 equiv TMSCl, 1 atm CO, for 4 h (7 h for entry 4; 24 h for entry 11). Subsequent to reaction, the mixture was quenched at 0 °C with acetic acid (1.5 equiv) and TBAF (1.5 equiv) for 10 minutes and then treated with saturated Na2CO3.
Yield adjusted to account from unremovable impurity (ca. 10%).
10% Pd2(dba)3, 24% ligand, and 1.95 equiv Et2Zn employed.