202
R. V. Jagadeesh
NO 2
(CH 2 O) 8-100
Fe 2 O 3 /NGr@C
DMSO-H 2 O, 130
o C, 24 h
+
N
(CH 2 O) 8-100
Fe 2 O 3 /NGr@C
H 2 O
CO 2 + H 2
NH 2
N
"HCHO"
Fe 2 O 3 /NGr@C
H 2
Fe 2 O 3 /NGr@C
H 2
H
N
H 2
CO
H
H
R
R
R
R
R
Scheme 6.2 Fe 2 O 3 /NGr@Ccatalyzed reductive N-methylation without external hydrogen
O
N
Me
Me
OH
N
H
O
O
N
Me
Me
O
O
O
Cl
Cl
Cl
N
Me
N
N
Me
F 3 C
N
Me
O
N
S
89%
Venlafaxine
92%
Amoldipine-NMe 2
94%
Sertraline-NMe
95%
Imipramine
95%
Cinacalcet N-Me
93%
Duloxetine N-Me
N
Me
Me
HO
Yield= 87%
Hordenine
N
Me
96%
Amitriptyline
Me
H
H
H
H
Preparation of existing drug molecules containing N-methyl moiety
Introduction of N-methyl moiety in selected drug molecules
Scheme 6.3 Fe 2 O 3 /NGr@C catalyzed reductive N-amination protocol for methylation of life
science molecules and synthesis of existing drugs
In addition to hydrogenation reactions, this Fe 2 O 3 /NGr@C catalyst also exhibited
excellent activity for the green oxidation of alcohols and amines to synthesize various
nitriles of industrial and commercial interest using aqueous ammonia and molecular
oxygen (Scheme 6.4) [5, 6].
Further, larger nanoparticles from Fe 2 O 3 /NGr@C were leached out by HCl to
create more active catalysts embedded in small iron oxide/nitrogen doped graphene