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Table 1 Oxidation of 4-Hexylresorcinol to V with different oxidizing agents

From: Cyclohexa-2,5-diene-1,4-dione-based antiproliferative agents: design, synthesis, and cytotoxic evaluation

Entry

Conditions

Yield (%)

1

Salcomine (0.01 eq.) ,DMF, 110°C, 3 h

30a

2

Salcomine (1 eq.), DMF, rt, 6 h

50a

3

Etanol/air, Petroleum ether, KOH 5%, 0°C, 5 h

33

4

Fremy’s salt, Aliquat336/Ph, Na2CO3, rt, 18 h

30a

5

Fremy’s salt, H2O, Na2HPO4, rt to 50°C, 36 h

22

6

Fremy’s salt, H2O/EtOAc, Na2HPO4, 0°C to rt, 18 h

50

7

Fremy’s salt, H2O/THF, Na2CO3,rt, 10 h

60

  1. aConversion of starting material in o-hydroxyquinone.