Table 1. Optimization to Study the Effect of Various Catalysts and Oxidantsa.
| entry | catalyst | oxidant | yield (%)b |
|---|---|---|---|
| 1 | PdCl2(PPh3)2 | TBPB | traces |
| 2 | Pd2(dba)3 | TBPB | 38 |
| 3 | PdCl2 | TBPB | 5 |
| 4 | Pd(PPh3)4 | TBPB | 30 |
| 5 | Pd(OAc)2 | TBPB | 55 |
| 6 | Pd(TFA)2 | TBPB | 51 |
| 7 | Co(acac)3 | TBPB | traces |
| 8 | RuCl3·xH2O | TBPB | NRc |
| 9 | [RuCl2(p-cymene)]2 | TBPB | NRc |
| 10 | [RhCl(cyclooctadiene)]2 | TBPB | NRc |
| 11 | IrCl3 | TBPB | traces |
| 12 | Pd(OAc)2 | (NH4)2S2O8 | NRc |
| 13 | Pd(OAc)2 | K2S2O8 | NRc |
| 14 | Pd(OAc)2 | TBHP (aq) | 17 |
| 15 | Pd(OAc)2 | TBHP (decane) | 18 |
| 16 | Pd(OAc)2 | DTBP | traces |
| 17 | Pd(OAc)2 | H2O2 | NRc |
| 18 | Pd(OAc)2 | (NH4)2S2O8 (6) | NRc,d |
| 19 | Pd(OAc)2 | K2S2O8 | NRc,d |
| 20 | Pd(OAc)2 | O2 | NR |
Reagents and conditions: a mixture of 1-methyl-3-phenylquinoxalin-2(1H)-one (1 mmol), phenylglyoxylic acid (3 mmol), catalyst (10 mol %), fluorescein dye (40 mol %), and oxidant (6 equiv) was stirred in water solvent at room temperature for 15 h under irradiation of 24 W blue LEDs.
Isolated yield.
No reaction (starting material was present unreacted).
Oxidants were taken along with AgNO3.
