186
N
N
Ph
O
NH
N
Ph
O
N
•
N
Ph
O
N
N
Ph
O
•
N
N
Ph
O
•
H
e , H
+
N
N
Ph
O
Fe III
Fe II
MeOH
MeO - + 1/2 H 2
e
e
C
anode
Pt cathode
A
B
C
D
Scheme 5.43 Proposed mechanism for the electrochemical synthesis of functionalized (aza)
indoles
+ H 2
[Cp 2 Fe] (5 mol%)
MeOH/THF (1:5)
Na 2 CO 3 (1 equiv.), 65
o
C
RVC
Pt
constant current
NH
N
O
R 2
R 1
R 3
R 4
N
N
O
R 2
R 1
R 3
R 4
N
N
O
Ph
F 3 C
64%
N
N
O
Ph
67%
N
N
O
Ph
82%
S
110
111
Scheme 5.44 Electrochemical synthesis of polycyclic N-heteroaromatics
W. Ai et al.
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