Table 1.
| |||
---|---|---|---|
entry | oxidant | CN source | yield |
1 | TBHP | TMSCN | 0% |
2 | H2O2 | TMSCN | 0% |
3 | Oxone | TMSCN | 0% |
4 | mCPBA | TMSCN | <5% |
5 | O2 | TMSCN | 0% |
6 | PhIO | TMSCN | 0% |
7 | NaBrO3 | TMSCN | 0% |
8 | NaClO2 | TMSCN | 0% |
9 | NaClO(aq) | TMSCN | 70% |
10 | NaClO(aq) | NaCN | 0% |
Reaction conditions: 1 (0.1 mmol), oxidant (0.15 mmol), TMSCN (0.12 mmol), 1 mL solvent.