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. 2017 May 23;2(5):2238–2247. doi: 10.1021/acsomega.7b00201

Table 1. Screening of Oxidants for the Synthesis of 3-Indolylquinone.

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entry oxidant catalyst yieldab, %
1 air   NR
2 oxygen   NR
3 H2O2   NR
4 H2O2 MoO3 10a
5 H2O2 WO3 15a
6 H2O2 Fe3O4/PVP–PWA 10a
7   Ag2O 30a/40b
8 air Ag2O 25a/45b
9 oxygen Ag2O 27a/41b
10 H2O2 Ag2O 94a
11 H2O2 AgNO3 35a
12 DDQ   41a/55b
13 KBrO3   10a/30b
14 K4FeCN6   NR
15 oxone   NR
a

Reactions were performed with 1:1 2-methylhydroquinone/2-methylindole, 0.1 g Fe3O4/PVP–PWA (141), 3 mmol oxidant, 10 mL of THF, and 20 mol % catalyst in 1 atm air/oxygen at RT for 2 h. NR, no reaction; isolated yield of 3-indolylquinone after column chromatography. Bold values represent maximum product yield under optimized reaction conditions.

b

The product 3-indolylhydroquinone is formed.