Table 1 Comparative performances of the Talc catalyst for the synthesis of Pyranopyrazoles under different conditions.

From: Natural talc: a basic, cost-effective, and available catalyst for the one-pot synthesis of dihydropyranochromenes and pyranopyrazoles, along with related DFT calculations

Entry

Solvent/catalyst (g)

Condition

Time (min)

Yield (%)a

1

–/–

R.T.

120

Trace

2

H2O/–

R.T.

120

Trace

3

C2H5OH/–

R.T.

120

Trace

4

C2H5OH/–

Reflux

90

17

5

H2O/–

Reflux

90

5

6

C2H5OH/Talc (0.01)

Reflux

80

43

7

C2H5OH/Talc (0.02)

Reflux

80

51

8

C2H5OH/Talc (0.04)

Reflux

60

66

9

C2H5OH: H2O

/Talc (0.04)

Reflux

60

44

10

–/Talc (0.04)

R.T.

60

71

11

–/Talc (0.04)

Mixer Mil 20 Hz

5

97

12

–/–

Mixer Mil 20 Hz

20

19

13

–/Talc (0.04)

Mixer Mil 15 Hz

15

71

14

–/Talc (0.04)

Mixer Mil 10 Hz

30

52

15

–/NaOH (0.04)

Mixer Mil 20 Hz

10

95b

16

–/K2CO3 (0.04)

Mixer Mil 20 Hz

15

90b

17

–/MgO (0.04)

Mixer Mil 20 Hz

10

95b

18

–/Hydrotalcite (0.04)

Mixer Mil 20 Hz

18

98b

  1. The molar ratio of 4-nitrobenzaldehyde: malononitrile: ethylacetoacetate: hydrazine hydrate is 1 mmol:1.2 mmol: 1 mmol: 1.2 mmol.
  2. aIsolated yield.
  3. bConversion yield.