Table 2. Catalyst Screening in the 1,3-Dipolar Cycloaddition between Aromatic Nitrone 1a and 3-Phenylpropionaldehyde 2.
entry | Cat (mol %) | T (°C) | t (h) | Ca (%) | Yb (%) | S/Ra |
---|---|---|---|---|---|---|
1 | Pyr (10) | rt | 24 | 30 | 50:50 | |
2 | Pyr·HCl | rt | 1.5 | >99 | 97 | 50:50 |
3c | A (5) | –10 | 24 | >99 | 99 | 95:5 |
4 | B (10) | –10 | 24 | 23 | 20 | 89:11 |
5 | C (10) | rt | <0.2 | >99 | 99 | 97:3 |
6 | D (10) | rt | 0.5 | >99 | 96 | 96:4 |
7 | E (10) | rt | <0.2 | >99 | 99 | 97:3 |
8 | C (10) | –10 | 1 | >99 | 99 | 99:1 |
9 | D (10) | –10 | 8 | >99d | 95 | 99:1 |
10 | E (10) | –10 | 1 | >99 | 99 | 99:1 |