Table 1. Effect of the Ligand in the Copper-Catalyzed Borylation.
entrya | L | 2a:3ab | yield (%)c |
---|---|---|---|
1 | L1 | 65:35 | 71 |
2 | L2 | 50:50 | 84 |
3 | L3 | ≥98:2 | 86 |
4 | L4 | 83:17 | 58 |
5 | L5 | 64:36 | 79 |
6 | L6 | 73:27 | 69 |
7d | L3 | ≥98:2 | 69 |
8 | — | 60:40 | 13 |
Reaction conditions: 1a (0.1 mmol), B2pin2 (0.11 mmol), KOt-Bu (0.5 equiv), CuCl (10 mol %), L (11 mol %), MeOH (0.2 mmol), THF (0.2 M).
Determined by 1H NMR.
Isolated yields.
With 5 mol % of CuCl and 6 mol % of L3.