Entry | Base | Solvent | Yield %a,b
|
---|
1 | KOH | H20 (TBAB) | 100 (96) |
2 | KOH | H20 (CTAB) | 100 (92) |
3 | K2C03
| H20 (TBAB) | 100 (94) |
4 | KOH | DMF | 80 (51) |
5 | K2C03
| DMF | 80 (61) |
6 | KOH | Toluene | 100 (91) |
7 | KOH | THF | 60 (50) |
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aConditions: p-Bromoacetophenone: 1 mmol; phenylboronic acid: 1.2 mmol; TBAB or CTAB: 0.6 mmol; base: 2 mmol; solvent: 5 mL, Pd-complex 4: 0.25 mol%, heating for 2 h at 160 °C (H2O and DMF), 130 °C (Toluene) and at 90 °C (THF)
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bConversions were based on GC-analysis and the values between parenthesis refer to the isolated yields