Table 1. Optimization of the reaction conditionsa.
Entry | Solvent | Yieldb (%) |
---|---|---|
1 c | CH 3 CN | 95 |
2 | CH3OH | 87 |
3 | EtOAc | 62 |
4 | Acetone | 75 |
5 | THF | 18 |
6 | Cyclohexane | 22 |
7 | DMSO | Trace |
8 | DMF | 21 |
9 | Toluene | 24 |
10 | CH2Cl2 | n.d. |
11 | CH3CN/H2O (4/1) | 72 |
12 | CH3CN/H2O (1/4) | 16 |
Reaction conditions: 1a (0.3 mmol) in solvent (15 mL) with γ-ray radiation (dose rate: 110 Gy min−1, measured using a Fricke dosimeter) at room temperature and under an air atmosphere for 15 h.
Determined by gas chromatography-mass spectrometry (GC-MS) using 1,3,5-trimethoxybenzene as the internal standard.
The optimized reaction condition. n.d. = no detected.