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. 2013 Aug 21;9:1718–1723. doi: 10.3762/bjoc.9.197

Table 1.

Optimization of typical reaction conditions.a

graphic file with name Beilstein_J_Org_Chem-09-1718-i001.jpg
Entry cat. (mol %) oxidant yield (%)b
1 FeCl2·4H2O (20) DTBP 54
2 FeCl2·4H2O (20) TBHP 38
3 FeCl2·4H2O (20) DTBP 68c
4 FeCl3 (20) DTBP Trace
5 Ferrocene (20) DTBP 74
6 Fe2O3 (20) DTBP 78
7 Fe3O4 (20) DTBP 80
8 Fe(acac)3 (20) DTBP 91
9 Fe(acac)3 (20) K2S2O8 N.D.
10 Fe(acac)3 (20) H2O2d 21
11 Fe(acac)3 (20) TBPB 49
12 Fe(acac)3 (10) DTBPe 63
13f Fe(acac)3 (20) DTBP 69
14 Fe(acac)3 (20)g DTBP 79
15 Fe(acac)3 (20) – N.D.
16 – DTBP N.D.

aCatalytic conditions: cinnamic acid (0.3 mmol), cyclohexane (2 mL), iron catalyst (20 mol %), oxidant (2.0 equiv), 120 °C, 24 h, N2. bIsolated yields based on cinnamic acid. cUsing 1,10-phenanthroline (30 mol %) as the ligand. d30% aqueous solution. e5 equiv. f12 h. g110 °C.