|
Entry
|
Catalyst
|
Catalyst loading (mol %)
|
Time (min)
|
Yield(%)a
|
|---|
|
1
|
None
|
–
|
120
|
0
|
|
2
|
ZnO
|
15
|
120
|
35
|
|
3
|
CuI
|
15
|
120
|
42
|
|
4
|
MgO
|
15
|
100
|
65
|
|
5
|
Na2CO3
|
15
|
80
|
72
|
|
6
|
Et3N
|
15
|
60
|
70
|
|
7
|
Piperidine
|
15
|
80
|
55
|
|
8
|
Fe3O4
|
15
|
120
|
40
|
|
9
|
CaO
|
15
|
80
|
65
|
|
10
|
SiO2
|
15
|
120
|
35
|
|
11
|
Fe3O4@l-arginine
|
15
|
60
|
96
|
|
12
|
Fe3O4@l-arginine
|
10
|
60
|
96
|
|
13
|
Fe3O4@l-arginine
|
8
|
60
|
96
|
|
14
|
Fe3O4@l-arginine
|
5
|
90
|
70
|
- Reaction conditions: hydrazine monohydrate (1 mmol), isatin (1 mmol), ethyl acetoacetate (1 mmol) and malononitrile (1 mmol) under solvent-free at room temperature
- aIsolated yields