Table 1.
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Entry | Catalyst | Oxidant | Yieldb (%)
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1a | 2a | |||
1 | — | PhI(CF3CO2)2 | — | — |
2 | 10% CuCl2 | PhI(CF3CO2)2 | 32 | Trace |
3 | 10% CuBr2 | PhI(CF3CO2)2 | 32 | Trace |
4 | 10% Cu(CF3SO3)2 | PhI(CF3CO2)2 | 49 | 57 |
5 | 10% Cu(acac)2 | PhI(CF3CO2)2 | 36 | 28 |
6 | 10% Cu(OAC)2 | PhI(CF3CO2)2 | 30 | 22 |
7 | 10% Cu(CF3COCH2COCF3)2 | PhI(CF3CO2)2 | 36 | 29 |
8 | 10% Cu[(CH3CN)4]ClO4 | PhI(CF3CO2)2 | 94 | 40 |
9 | 5% Rh2(OAc)4 | PhI(CF3CO2)2 | 33 | Trace |
10 | 5% Ru(TTP)CO | PhI(CF3CO2)2 | 44 | Trace |
11 | 10% Cu(CF3SO3)2 | PhI(OAc) 2 | 35 | 51 |
12 | 10% Cu(CF3SO3)2 | PhI═O | 27 | Trace |
13 | 10% Cu[(CH3CN)4]ClO4 | PhI(OAc) 2 | 45 | 47 |
14 | 10% Cu[(CH3CN)4]ClO4 | PhI═O | 30 | Trace |
Substrate(1 mmol), oxidant (2.5 mmol), Al2O3(2.5 mmol); CH2Cl2 as solvent, room temperature, 4 A molecular sieve.
Isolated yield based on the amount of compounds 1a and 2a consumed.