Table 1. Effects of Different Catalysts on the Tandem Oxidative Cyclization of Amines and 1,3-Dicarbonylsa.
entry | catalyst | conv. %b | TONc | TOFd |
---|---|---|---|---|
1 | no catalyst | 5 | ||
2 | Fe3O4 | 10 | 39 | 13 |
3 | SiO2@Fe3O4 | 12 | 47 | 16 |
4 | Am-SiO2@Fe3O4 | 8 | 31 | 10 |
5 | Cu@Am-SiO2-Fe3O4 | 45 | 177 | 59 |
6 | Cu-BPy@Am-SiO2@Fe3O4 | 100 | 393 | 131 |
Reaction conditions: methylacetoacetate (1 mmol), benzylamine (2 mmol), catalyst (30 mg), H2O2 (3 equiv), I2 (1.2 equiv), dimethylformamide (DMF, 3 mL), r.t., 3 h.
Conversion percentages were determined via gas chromatography–mass spectrometry (GC–MS).
TON is the number of moles of product per mole of catalyst.
TOF = TON/h.