Conjugate addition of phenylzinc halides to chalconea.
Entry | “PhZnX” | Solvent | % convc | Time |
---|---|---|---|---|
1 | PhZnI + LiCl | DMEb | 97 | 24 h |
2 | PhZnI + LiCl | DME | 98 | 24 h |
3 | PhZnI + LiCl | THF | 23 | 24 h |
4 | PhMgBr + ZnBr2 | DME | 30 | 24 h |
5 | PhMgBr + ZnBr2 | THF | 11 | 24 h |
6 | TMEDA + Zn(Ag) | DME | 0 | 24 h |
7 | PhZnI + LiCl | DMEd | 99 | 2 h |
Chalcone (1 mmol), “PhZnX” (1.5 mmol), solvent (2 mL).
Toluene was used as a cosolvent in the conjugate addition step.
Apparent conversion determined by GC analysis.
Reaction performed at 50 °C.