Table 3.
Photochemical cycloaddition of N-phenylsydnones with DMAD.
entry | R1 | R2 | conditions | yield [%] | ref. |
1 | Ph | H | CH2Cl2, 50 h, light (300 nm) | 10 | [63–64] |
2 | Ph | Me | CH2Cl2, 19 h, light (300 nm) | 23 | [63–64] |
3 | Ph | Ph | benzene, 2 h, CH2Cl2, light (300 nm), batch CH2Cl2, 29.5 h, light (300 nm) wetted-wall photoreactor dioxane, Hg lamp |
67 29 29 84 ca. 80 |
[62] [63] [64] [64] [65] |
4 | Ph | 4-Me-Ph | CH2Cl2, Hg lamp | ca. 80 | [65] |
5 | Ph | MeS | benzene, 25 h, Hg lamp | 45 | [64] |
6 | Ph | MeSO | CH2Cl2, 110 h, Hg lamp | 12 | [64] |
7 | Ph | MeCO | benzene, 41 h, Hg lamp | 17 | [64] |