Table 1 The optimization results obtained for the reaction of benzyl bromide with phenylacetylene and sodium azide as a model reaction.

From: Copper-doped functionalized β-cyclodextrin as an efficient green nanocatalyst for synthesis of 1,2,3-triazoles in water

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Entry

Catalyst

Solventa

Temp. (°C)

Time (h)

Yield (%)

1

–

t-BuOH/H2O

100

48

75

2

Et3N

DCM, Toluene, EtOH, MeOH, H2O

r.t

24

0

3

–

H2O

50

24

0

4b, c

CuI/ β-CD, 20 mol%

H2O

70

8

80

5

Cu(OAc)2/ β-CD 20 mol%

H2O

70

24

0

6

CuI@TSC-β‐CD 2 mol%

H2O

70

8

78

7

CuI@TSC-β‐CD 5 mol%

H2O

r.t

0.5

95

8

CuCl@TSC-β‐CD 5 mol%

H2O

r.t

0.5

89

9

CuI@TSC-β‐CD 5 mol%

EtOH

70

6

85

10

CuI@TSC-β‐CD 10 mol%

EtOH-H2O (1:2)

r.t

1

85

11

CuI@TSC-β‐CD 5 mol%

PEG-H2O (1:1)

80

5

90

12

CuI@TSC-β‐CD 5 mol%

CH3CN

r.t

8

30

  1. aSolvent (2 mL).
  2. bUnder N2 or Ar atmosphere.
  3. cWith by-product.
  4. Bold indicates the best result of our experiments.
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