Table 1.
entry | solvent | concentration of 1a (mM) | temperature (°C) | yield of 2a (%)b |
1 | benzene | 80 | 15 | 18 |
2 | benzene | 800 | 15 | 8 |
3 | benzene | 8 | 15 | 17 |
4 | toluene | 80 | 15 | 16 |
5 | CH2Cl2 | 80 | 15 | 10 |
6 | CH3CN | 80 | 15 | 10 |
7 | benzene | 80 | 50 | 5 |
8 | toluene | 80 | −35 | 18 |
9 | toluene | 80 | −75 | 14 |
aThe photochemical reactions of 1a were performed for 4 h with a high-pressure Hg lamp (300 W) with a Pyrex filter under a dry nitrogen atmosphere in dried and degassed solvent. bThe yields of 2a were determined on the basis of 1H NMR (500 MHz) peak areas; error ± 3%. Dimethyl fumarate was used as an internal standard.