Chemistry Reference
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5 mol% Cu(OAc) 2
5 g SiO 2
10 min, 800 min -1
R 1
N
R 1
R 2
+
N 3
N
N
1 mmol
R 2
1.1 mmol
84-91%
17 examples
Scheme 1.26 Copper-catalyzed 1,3-dipolar cycloaddition of alkynes and azides
forming 1,4-substituted-1H-1,2,3-triazoles.
R
5 mol% Cu(OAc) 2
5 mol% Na-ascorbate
5 g SiO 2
20 min, 800 min -1
N
N
N
N
N
N 3
N 3
12
N
R
+
12
n
1 mmol
1 mmol
Scheme 1.27 Polymerization of 1,12-diazidododecane and bis-ethynyl compounds
in ball mill.
R 1
Cu/Al 2 O 3 (10 mol% )
N
N
N
R 1
+
R 2
H
X
NaN 3
600 rpm, 1h
R 2
70-96%
16 examples
R 1 = alkyl
R 2 = alkyl, aryl
Cu/Al 2 O 3
K 2 CO 3 , NaN 3
600 rpm, 1h
R 3
N
N
600 rpm, 1 h
R 3 -N 3
R 3 -B(OH) 2
+
R 2
N
H
R 2
R 3 = aryl, alkenyl, heteroaryl
83-91%
7 examples
Some representative examples:
N
N
N
N
N
N
N
N
N
S
S
N
N
N
83%
78%
87%
Scheme 1.28 Cu/Al 2 O 3 catalyzed one-pot synthesis of 1,2,3-triazoles.
Ar 2
O
Ar 3
NaHSO 4 .H 2 O
High speed ball milling
(HSBM)
NH 2
Ar 1
Ar 1
Ar 2
+
N
H
N N
Ar 3
82-93%
13 examples
Scheme 1.29 Mechanochemical synthesis of 1,3,5-triaryl-2-pyrazolines catalyzed by
NaHSO 4 H 2 O.
 
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