129
+
N
O
5 mol% Cu 2 O
3 equiv DCP
110 °C
N
O
R
R
H
H
large exess
N
O
93%
N
O
Ph
90%
N
O
Bn
73%
N
O
Br
N
O
90%
N
O
83%
90%
O
R
O
R
R O
ROH
H
ROH
H
N
O
H
N
O
N
O
N
O
R O
Scheme 4.46 Oxidative alkylarylation of acrylamides with simple alkanes
With the same strategy of cleavage of C-C bonds, styrenes or benzyl alcohols can
react with unactivated arenes via cleavage of benzylic C-C bonds to synthesize biaryls (Scheme 4.51) [35]. In this transformation, TBHP is used as oxidant, and dinitrobenzene (DNB) is added as additive.
4 Oxidative Radical Couplings
+
N
O
5 mol% Cu 2 O
3 equiv DCP
110 °C
N
O
R
R
H
H
large exess
N
O
93%
N
O
Ph
90%
N
O
Bn
73%
N
O
Br
N
O
90%
N
O
83%
90%
O
R
O
R
R O
ROH
H
ROH
H
N
O
H
N
O
N
O
N
O
R O
Scheme 4.46 Oxidative alkylarylation of acrylamides with simple alkanes
With the same strategy of cleavage of C-C bonds, styrenes or benzyl alcohols can
react with unactivated arenes via cleavage of benzylic C-C bonds to synthesize biaryls (Scheme 4.51) [35]. In this transformation, TBHP is used as oxidant, and dinitrobenzene (DNB) is added as additive.
4 Oxidative Radical Couplings