Table 2. The effect of solvent on the AT-CuAAC reaction of 1a a .
Entry | Solvent | Conv. 1a b | 4a : 5a b |
1 | CH2Cl2 | >99% | 65 : 35 |
2 | CHCl3 | >99% | 64 : 36 |
3 | EtOAc | >99% | 65 : 35 |
4 | PhMe | >99% | 76 : 24 |
5 | DME | >99% | 72 : 28 |
6 | THF | >99% | 86 : 14 |
7 | NMP | 91% | 94 : 6 |
a1 equiv. each 1a, 2, 3, 0.90 equiv. [Cu(MeCN)4]·PF6, 10 mM conc. of 1a, 80 °C.
bDetermined by 1H NMR analysis of the crude mixture.