Table 1. Optimization of Reaction Conditionsa.
entry | cat. (mol %) | T (°C) | base (equiv) | t (h) | conversion (%)b |
---|---|---|---|---|---|
1 | 1a (0.5) | 140 | Cs2CO3 (0.50) | 12 | >99 |
2 | 1b (0.5) | 140 | Cs2CO3 (0.50) | 12 | 73 |
3 | 1c (0.5) | 140 | Cs2CO3 (0.50) | 12 | 47 |
4 | 1d (0.5) | 140 | Cs2CO3 (0.50) | 12 | 51 |
5 | 1a (0.3) | 140 | Cs2CO3 (0.50) | 12 | 85 |
6 | 1a (0.5) | 120 | Cs2CO3 (0.50) | 12 | 64 |
7 | 1a (0.5) | 140 | K2CO3 (0.50) | 12 | 77 |
8 | 1a (0.5) | 140 | Na2CO3 (0.50) | 12 | 70 |
9c | 1a (0.5) | 140 | Et3N (1.00) | 12 | n.r. |
10c | 1a (0.5) | 140 | 12 | n.r. | |
11c | 140 | Cs2CO3 (0.50) | 12 | n.r. |
Reaction conditions: 2a (1 mmol), base, MeOH (1 mL), Ru catalyst 0.5 mol %, Ar.
Conversion was determined by GC using xylene as the internal standard.
n.r., no reaction.