Table 5.
# 1–6 from Table 1 | Penalty |
1 Yield: 76% | 12 |
2 HMDS (4 equiv.) | 0 |
CO (in excess) | 0 |
PdCl2 (0.03 equiv.) | 0 |
PPh3 (0.06 equiv.) | 0 |
DMF | 0 |
3 CO (T, F+) | 15 |
HMDS (F) | 5 |
DMF (T) | 5 |
PPh3 (N) | 5 |
Bromobenzene (N) | 5 |
4 Controlled addition | 1 |
CO atmosphere | 1 |
5 80°C, 1.5 h | 3 |
6 Cooling | 0 |
Addition MeOH | 0 |
Addition 2N H2SO4 | 0 |
Extraction with AcOEt | 3 |
Washing with aq.NaHCO3 and brine | 3 |
Silica gel chromatography | 10 |
Penalty points total: | 68 |