Table 14.
Survey of pyridine ligands for C–H methylationa.
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Entry | Ligand | Yield %(7/4e) |
1 | L2 | 7/70 |
2 | L10 | 14/70 |
3 | L11 | 14/71 |
4 | L12 | 10/71 |
5 | L13 | 0/100 |
6 | L14 | 0/95 |
7 | L15 | 8/92 |
8 | L16 | 6/94 |
9 b | L2 + L10 | 19/67 |
Standard conditions are 4e (0.2 mmol, 1.0 equiv), Mel (3.0 equiv), Pd(OAc)2 (10 mol %), ligand (20 mol %), N9 (30 mol %), AgOAc (3.0 equiv), CHCl3 (1.0 mL, 0.2 M), under air, 100 °C, 24 hours.
20 mol % of L10 and 10 mol % L2 added.