Table 4 Optimization of click reactiona.

From: Copper immobilized MIL-125-NH2 as an efficient nanocatalyst for click reaction and synthesis of benzo[b]pyrans

Entry

Solvent

Catalyst

amount (mg)

Temperature (°C)

Yield (%)b

1

DMF

15

Reflux

45

2

MeOH

15

Reflux

50

3

EtOAc

15

Reflux

35

4

THF

15

Reflux

60

5

Ethanol

15

Reflux

70

6

Water

15

Reflux

20

7

Ethanol/water

15

Reflux

96

8

Ethanol/water

15

25

42

9

Ethanol/water

15

40

85

10

Ethanol/water

15

50

98

11

Ethanol/water

15

60

98

12

Ethanol/water

10

50

80

13

Ethanol/water

20

50

98

  1. Significant values are in [bold].
  2. a Reaction conditions: 0.5 h, 1 mmol benzyl bromide, 1 mmol phenylacetylene, and 1 mmol of sodium azide in 5 ml solvent under an inert atmosphere. b Yield refers to isolated pure products.