Table 1 Optimizing of the reaction condition for the synthesis of 1f.

From: Synthesis of triarylpyridines with sulfonate and sulfonamide moieties via a cooperative vinylogous anomeric-based oxidation

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Entry

Solvent

Temperature (°C)

Catalyst loading (mg)

Time (min.)

Yield (%)a

1

–

120

10

45

80

2

–

110

20

45

84

3b

–

110

10

45

84

4

 

110

5

60

74

5

–

110

–

45

Trace

6

–

110

–

120

40

7

–

100

10

60

72

8

–

90

10

70

55

9

–

80

10

70

40

10

–

70

10

90

Trace

11

H2O

Reflux

10

180

–

12

EtOH

Reflux

10

180

Trace

13

n-Hexane

Reflux

10

180

–

14

EtOAc

Reflux

10

180

–

15

CH2Cl2

Reflux

10

180

–

  1. Reaction conditions: 4-cholorobenzaldehyde (1 mmol, 0.140 g), 4-acetylphenyl-4-methylbenzenesulfonate (2 mmol, 0.580 g), and ammonium acetate (1.5 mmol, 0.115 g).
  2. aRelated to isolated yields.
  3. bData for the model reaction under air, and inert atmosphere (nitrogen and argon) are similar.
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