Table 9.
Cu(OAc)2-catalyzed cycloaddition.
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entry | R1 | R3 | reaction time (h) | ratio 1,3:1,4 | yield [%] |
1 | 4-MeO-Ph | Ph | 5 | <5:95 | 53 |
2 | Ph | COOEt | 1 | <5:95 | 93 |
3 | 4-MeO-Ph | COOEt | 2 | <5:95 | 81 |
4 | Ph | n-Hex | 3.5 | <5:95 | 73 |
5 | 4-MeO-Ph | n-Hex | 3.5 | <5:95 | 54 |
6 | Ph | cyclo-Hex | 4 | <5:95 | 100 |
7 | 4-MeO-Ph | cyclo-Hex | 2.5 | <5:95 | 71 |
8 | Ph | cyclohex-1-enyl | 2.5 | <5:95 | 71 |
9 | 4-MeO-Ph | cyclohex-1-enyl | 2.5 | <5:95 | 60 |
10 | Ph | cyclopropyl | 4 | <5:95 | 96 |
11 | Ph | thiophen-3-yl | 2.5 | <5:95 | 95 |
12 | 4-F-Ph | COOEt | 4 | <5:95 | 95 |
13 | Bn | COOEt | 4 | <5:95 | 60 |