Table 1 Optimization of aerobic oxidation reaction conditions of diethyl 2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate in the presence of Fe–N–C/DDQ catalyst system and compare it with Fe–N–C catalyst precursors.

From: The single Fe atoms and DDQ catalyst system for the aerobic dehydrogenation of dihydropyridines and dihydroquinazolinones

Entry

Catalyst

Amount of catalyst (mg)

DDQ (mol %)

Solvent

Time (h)

GC yield (%)

1

Fe–N–C

100

20

MeCN

1.96

99

2

Fe–N–C

80

20

MeCN

2.42

99

3

Fe–N–C

60

20

MeCN

6.24

99

4

Fe–N–C

50

20

MeCN

18

93

5

Fe–N–C

70

20

MeCN

4.25

99

6

Fe–N–C

70

15

MeCN

5.32

97

7

Fe–N–C

70

5

MeCN

21

88

8

Fe–N–C

70

10

MeCN

6.42

99

9

Fe–N–C

70

10

H2O/MeCN

6.51

99

10

Fe–N–C

70

10

H2O

24

71

11

Fe–N–C

70

10

EtOH

18

95

12

Fe–N–C

0

10

MeCN

24

23

13

Fe–N–C

70

0

MeCN

24

20

14

Fe-ZIF

70

10

MeCN

24

31

15

FeC12.4H2O

49.7 (0.25 mmol)

10

MeCN

24

24

16

Fe3O4

20

10

MeCN

24

23

17

CoFe2O4

20

10

MeCN

24

21

18

Fe–N–C

70

10

H2O/MeCN

12

99a

  1. Reaction condition: 1,4-dihydropyridines (1 mmol), DDQ, Fe–N–C, and solvent (2 mL) under O2 (balloon) at room temperature.
  2. aThe reaction was performed in an open flask.