Table 1 Screening of the experimental conditions for the Synthesis of indoles ap1.a

From: Palladium-immobilized triazine dendrimer on magnetic nanoparticles: as reusable microreactor for solvent-dependent synthesis strategy of 2,3-diphenylindoles and pentaphenylpyrrole derivatives

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Entry

Base

Anil: DPA (mmol)

Pd (mol%)

Solvent

Additive

T (°C)

Yield (%)b

1

Piperidine

1:1

0.3

DMF

LiCl

80

10

2

NaOH

1:1

0.3

DMF

LiCl

80

20

3

K2CO3

1:1

0.3

DMF

LiCl

80

32

4

NaOAc

1:1

0.3

DMF

LiCl

80

40

5

Na2CO3

1:1

0.3

DMF

LiCl

80

69

6

Na2CO3

1.2:1

0.3

DMF

LiCl

80

82

7

Na2CO3

1.2:1

0.3

DMF

NaCl

80

60

8

Na2CO3

1.4:1

0.3

DMF

LiCl

80

75

9

Na2CO3

1.2:1

0.3

DMSO

LiCl

80

73

10

Na2CO3

1.2:1

0.3

DMF/THF (1:1)

NaCl

80

37

11

Na2CO3

1.2:1

0.3

DMF/Dioxane (1:1)

LiCl

80

34

12

Na2CO3

1.2:1

0.3

DMF/H2O (1:1)

LiCl

80

69

13

Na2CO3

1.2:1

0.3

THF

LiCl

80

15c

14

Na2CO3

1.2:1

0.3

Dioxane

LiCl

80

22c

15

Na2CO3

1.2:1

0.4

DMF

LiCl

80

81

16

Na2CO3

1.2:1

0.2

DMF

LiCl

80

61

17

Na2CO3

1.2:1

0.3

DMF

LiCl

70

65

18

Na2CO3

1.2:1

0.3

DMF

LiCl

90

82

  1. aReaction conditions: aniline (Anil), diphenylacetylene (DPA), base (1 mmol), additive (0.5 mmol), 2 ml solvent and Pd-TDSN for 8 h.
  2. bIsolated yield.
  3. cThe main product was pentaphenylpyrrole.
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