Table 1 Optimization of aerobic oxidation reaction conditions of diethyl 2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate in the presence of Fe–N–C/DDQ catalyst system and compare it with Fe–N–C catalyst precursors.
Entry | Catalyst | Amount of catalyst (mg) | DDQ (mol %) | Solvent | Time (h) | GC yield (%) |
|---|---|---|---|---|---|---|
1 | Fe–N–C | 100 | 20 | MeCN | 1.96 | 99 |
2 | Fe–N–C | 80 | 20 | MeCN | 2.42 | 99 |
3 | Fe–N–C | 60 | 20 | MeCN | 6.24 | 99 |
4 | Fe–N–C | 50 | 20 | MeCN | 18 | 93 |
5 | Fe–N–C | 70 | 20 | MeCN | 4.25 | 99 |
6 | Fe–N–C | 70 | 15 | MeCN | 5.32 | 97 |
7 | Fe–N–C | 70 | 5 | MeCN | 21 | 88 |
8 | Fe–N–C | 70 | 10 | MeCN | 6.42 | 99 |
9 | Fe–N–C | 70 | 10 | H2O/MeCN | 6.51 | 99 |
10 | Fe–N–C | 70 | 10 | H2O | 24 | 71 |
11 | Fe–N–C | 70 | 10 | EtOH | 18 | 95 |
12 | Fe–N–C | 0 | 10 | MeCN | 24 | 23 |
13 | Fe–N–C | 70 | 0 | MeCN | 24 | 20 |
14 | Fe-ZIF | 70 | 10 | MeCN | 24 | 31 |
15 | FeC12.4H2O | 49.7 (0.25 mmol) | 10 | MeCN | 24 | 24 |
16 | Fe3O4 | 20 | 10 | MeCN | 24 | 23 |
17 | CoFe2O4 | 20 | 10 | MeCN | 24 | 21 |
18 | Fe–N–C | 70 | 10 | H2O/MeCN | 12 | 99a |