Table 2 Screening of the experimental conditions for the Synthesis of pentaphenylpyrrole.

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

Pd (mol%)

Solvent

additive

T (°C)

Yield (%)

1

Na2CO3

1:2

0.3

Dioxane

–

90

41

2

K2CO3

1:2

0.3

Dioxane

–

90

62

3

NaOAc

1:2

0.3

Dioxane

–

90

77

4

NaOAc

1:2

0.3

Dioxane

LiCl

90

72

5

NaOAc

1:2.2

0.3

Dioxane

–

90

73

6

NaOAc

1:2.5

0.3

Dioxane

–

90

75

7

Na2CO3

1:2

0.3

H2O

–

90

24

8

NaOAc

1:2

0.3

THF

–

60

40

9

NaOAc

1:2

0.3

DMSO

–

90

10

10

NaOAc

1:2

0.3

DMF

LiCl

90

15

11

NaOAc

1:2

0.5

Dioxane

–

90

75

12

NaOAc

1:2

0.2

Dioxane

–

90

65

13

NaOAc

1:2

0.3

Dioxane

–

80

58

14

NaOAc

1:2

0.3

Dioxane

–

100

73

  1. aReaction conditions: aniline (Anil), diphenylacetylene (DPA), base (1 mmol), additive (0.5 mmol), 10 mL solvent and Pd-TDSN for 8 h.
  2. bIsolated yield.