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. 2022 Apr 11;18:381–419. doi: 10.3762/bjoc.18.43

Table 2.

Approaches for the oxidation of 2-methylnaphthol to menadione (10).

graphic file with name Beilstein_J_Org_Chem-18-381-i002.jpg

Entry Conditions Catalyst Yield (%) Ref.

1 H2O2 (60%), MeOH, reflux, 20 min Br2, H2SO4 90 [66]
2 H2O2 (30%), MeCN, 80 °C, 30 min Ti-MMM-2 78 [65]
3 H2O2 (30%), MeCN, reflux, 40 min TiSBA-15 93 [67]
4 H2O2, acetone, 70 °C, 2 h Nb2O2-SiO2 60 [68]
5 H2O2, MeCN, 75 °C, 45 min NbSBA-15(2.2pH) 97 [69]
6 H2O2/CH3COOH, CO2 (150 bar), 50 °C, 2 h Au (5%)/HPS 89 [70]
7 H2O2 (30%), TAA, 0 °C, 1 h FeCl3·H2O/H2Pydic/benzylamine 55 [55]
8 CO2, benzene/H2O, 50 °C, 25 min HPA-n 81a [71]
9 O2 (3 atm), toluene, 80 °C, 6 h Au/TiO2 57 [72]
10 O2 (3 atm), toluene, 80 °C, 6 h Au/C-2 49 [72]
11 O2 (3 atm), toluene, 80 °C, 8 h 80 [73]
12 t-BuOOH, DCM, 80 °C, 1 h FePcS-SiO2 55 [74]

aConversion.