Table 3 Selected conditions for oxone-KBr oxidation of skatolea

From: Green oxidation of indoles using halide catalysis

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Entry

KX(10 mol%)

Solvents (v/v)

Time (h)

Yield (%)b

1

KBr

MeOH

2

<5

2

KBr

tBuOH

2

<5

3

KBr

CH2Cl2

2

<5

4

KBr

DMF

2

<5

5

KBr

H2O

2

<5

6

KBr

DMSO

2

<5

7

KBr

THF/H2O (20:1)

1

87

8

KBr

MeCN/H2O (20:1)

1

85

9

KBr

tBuOH/H2O (20:1)

1

91

10

KCl

tBuOH/H2O (20:1)

2

58

11

KI

tBuOH/H2O (20:1)

4

0

12

KBr

tBuOH/H2O (10:1)

1

87

13

tBuOH/H2O (20:1)

4

0

  1. aThe reaction was carried out at room temperature with skatole (0.5 mmol), oxone (0.6 mmol), KX (10 mol%), solvent (5.0 mL)
  2. bIsolated yield was obtained