Table 1.
Entry | Solvent | Time (h) | Yield (%)b |
1 | CH3CN | 12 | 45 |
2 | CH3CN | 24 | 59 |
3 | CH3CN | 36 | 59 |
4 | DCE | 24 | 31 |
5 | dioxane | 24 | 57 |
6 | DMF | 24 | trace |
7 | DMSO | 24 | trace |
8 | toluene | 24 | 72 |
9c | toluene | 24 | 51 |
10d | toluene | 24 | 86 |
11e | toluene | 24 | 86 |
aUnless otherwise specified, all reactions were carried out on 1a 0.5 mmol scale, iodine 1.0 equiv, tert-butyl hydroperoxide (TBHP) 2.0 equiv, solvent 2.0 mL; byield calculated by GC; cI2: 0.5 equiv; dTBHP: 3.0 equiv; eTBHP: 4.0 equiv.