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X
Y
Z
Z
Base
Ar
Y
Z
Z
or
or
ArB(OH)
2
Z
Z
Z
Z
Z
X
Z
Ar
88 - 98 %
Me
2
N
X = Cl, Br
Y = OR, SR, NH
2
Z = N, S, CH
AmPhos
Figure 2.55
Suzuki-Miyaura reactions of heteroaryl halides catalyzed by Pd(AmPhos)
2
Cl
2
.
Pd(AmPhos)
2
Cl
2
(2 mol %)
Zn (5 equiv) TMEDA (5 equiv
)
Br
C
7
H
15
C
7
H
15
I
PTS (2 %) / H
2
O, rt
80 %
OHC
OHC
Figure 2.56 Micellar Negishi coupling using Pd(AmPhos)
2
Cl
2
and a phase-transfer surfactant.
C
N
Pd(AmPhos)
2
Cl
2
(5 mol %)
KF
B(OH)
2
CN
Ph
toluene/H
2
O
91 %
Ph
OTf
Me
(99 % ee)
(98 % ee)
Me
Figure 2.57
Stereospecific Suzuki-Miyaura couplings catalyzed by Pd(AmPhos)
2
Cl
2
.
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