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Table 3 Scope of reaction of benzyl halides with alkynes and sodium azide catalyzed by magnetic γFe2O3@Sh@Cu2O

From: Magnetic γFe2O3@Sh@Cu2O: an efficient solid-phase catalyst for reducing agent and base-free click synthesis of 1,4-disubstituted-1,2,3-triazoles

Entry

R1

R2

Product

Isolated yield %

Time (min)

TON

TOF (h−1)

M.p [refs.]

1

H

H

4a

93

20

3.5 * 105

1.0 * 106

125–127 [9]

2

H

4-Me

4b

77

20

2.9 * 105

8.8 * 105

147–148 [44]

3

H

4-OMe

4c

97

25

3.7 * 105

8.9 * 105

138–140 [20]

4

4-Br

H

4d

98

20

3.7 * 105

7.5 * 105

147–149 [22]

5

4-Br

4-Me

4e

72

20

2.7 * 105

8.3 * 105

165–167 [45]

6

4-Br

4-OMe

4f

98

20

3.7 * 105

1.1 * 106

164–166 [24]

7

4-OMe

H

4g

73

20

2.8 * 105

8.4 * 105

125–127 [46]

8

4-OMe

4-Me

4h

57

20

2.1 * 105

8.2 * 105

132–135 [20]

9

4-OMe

4-OMe

4i

66

20

2.5 * 105

7.6 * 105

98–100 [47]

10

4-NO2

H

4j

53

25

2.0 * 105

6.1 * 105

152–154 [48]

11

4-NO2

4-Me

4k

50

25

1.9 * 105

5.7 * 105

242–245 [49]

12

4-NO2

4-OMe

4l

70

25

2.6 * 105

6.4 * 105

123.5–125.5 [50]

13

2-Cl

H

4m

88

20

3.3 * 105

8.1 * 105

84–86 [9]

14

2-Cl

4-Me

4n

88

20

3.3 * 105

8.1 * 105

117–118 [23]

15

2-Cl

4-OMe

4o

75

20

2.8 * 105

3.4 * 105

137–138a

  1. aNew product