113
Ph
OR
2
O
Ph
A
B
O
OR 2
O
R 1
O
OR 2
O
R 1
t BuOOBz/I 2
R
R
1
O
R
OR
2
O
Ph
C
O
R
1
R
OR 2
O
Ph
O
R
1
R
Scheme 4.25 A radical addition/cyclization mechanism
+
5 mol% Cu(tfacac) 2
0.2 equiv Salicylic acid
2.0 equiv TBP
120 o C, 24 h
H R
2
H
O
R 2
O
O
Ph
O
Ph
74%
65%
O
Ph
OMe
44%
O
Ph
F
75%
O
Ph
Cl
79%
O
Ph
77%
O
Ph
92%
Cl
Cl
n-Hex
O
Ph
65%
O
86%
Cl
O
72%
Cl
Br
O
86%
Cl
Cl
R
1
R 1
Scheme 4.26 Oxidative coupling between enones and toluenes
4 Oxidative Radical Couplings