Table 1. Influence of Substituent at the 3-Position of Pyridine on the Direct Arylation Processa.
entry | reactant 4 | R | product 5 | convb (%) | yieldc (%) |
---|---|---|---|---|---|
1 | 1a | H | 3a | 9 | ni |
2 | 4b | Cl | 5b | 10 | ni |
3 | 4a | CH3 | 5a | 85 | 64 |
4 | 4c | CF3 | 5c | 90 | 78 |
5 | 4d | Ph | 5d | 100 | 90 |
Reaction conditions: 4 (0.5 mmol), 6a (0.75 mmol), Ru3(CO)12 (5 mol %), and pinacolone (0.5 mL).
Conversion based on GC analysis with respect to 4 (dodecane as internal standard).
ni = not isolated.