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. 2022 Jul 20;7(30):26919–26927. doi: 10.1021/acsomega.2c03477

Table 2. Catalyst Screening in the 1,3-Dipolar Cycloaddition between Aromatic Nitrone 1a and 3-Phenylpropionaldehyde 2.

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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
a

Determined by HPLC.

b

Isolated yields.

c

Data from ref (19a).

d

Conversion was 37% after 1 h.