Table 5. Reaction between Thiophenol and Ethyl Propiolate in Various Solvents at 0.2 M and Ambient Temperature75.
| solvent | time (min) | yield (%) | E/Z |
|---|---|---|---|
| H2O | 5 | 98 | 3/97 |
| MeCNa | 15 | 90 | 13/87 |
| MeOH | 25 | 85 | 15/85 |
| DMFb | 20 | 80 | 47/53 |
| CH2Cl2 | 20 | 44 | 26/74 |
| THFc | 30 | 30 | 32/68 |
| EtOAc | 25 | 12 | 17/83 |
| acetone | 20 | 74 | 20/80 |
| toluene | 40 | 18 | 25/75 |
| n-C6H13 | 40 | 19 | 33/67 |
MeCN = acetonitrile.
DMF = dimethylformamide.
THF = tetrahydrofuran.
