111
N
OEt
O
+
R
3 equiv Cu(OAc) 2
. H 2 O
1 equiv I 2
1 equiv Bu 4 NCl
DCE, 100 °C, 24 h
N
OEt
O
R
N
OEt
O
80%
N
OEt
O
78%
AcO
N
OEt
O
75%
F
N
OEt
O
68%
N
OEt
O
90%
O 2 N
N
OEt
O
60%
Br
Scheme 4.22 Oxidative coupling/cyclization of alkenes and 2-(Pyridin-2-yl) acetate derivatives
N
OEt
O
Cu(II) Cu(I)
N
OEt
O
Ph
N
OEt
O
Ph
Cu(II)
Cu(I)
N
OEt
O
Ph
N
OEt
O
Ph
N
OEt
O
Ph
[O]
A
B
C
D
Scheme 4.23 Proposed mechanism for indolizine synthesis
4 Oxidative Radical Couplings