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III.2.5

PALLADIUM-CATALYZED ARYL–ARYL COUPLING

331

TABLE 11. (Continued )

 

 

 

 

 

 

 

 

 

 

 

ArMX Ar Y

Cat.

Ar – Ar

 

 

 

 

 

 

 

9:

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Entry

 

 

 

Substrates

 

 

MX

Catalyst

Yield (%)

Reference

 

 

 

 

 

 

 

 

 

 

 

 

 

4

 

 

 

 

 

 

 

MgBr

Pd(acac)2

50

[126]

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

MX

Br

 

 

 

MgBr

NiBr2, dppf

77

[127]

 

 

 

 

 

 

 

O

 

 

OCH2Ph

PhH2CO

 

 

 

 

 

 

 

 

 

MX

Br

 

 

B(OH)2

Pd(PPh3)4, Na2CO3

 

 

 

5

 

 

 

 

12

[128]

 

OtBu

 

 

OCH2Ph

 

 

 

 

 

 

 

 

 

 

 

PhH2CO

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Bn

 

 

 

 

 

 

 

 

 

 

 

 

 

N

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

OMe

 

 

 

 

BnO

 

 

MX

TfO

 

OAc

 

 

 

 

 

 

 

 

 

 

 

6

 

 

OBn

 

 

 

 

B(OH)2

Pd(PPh3)4, Ba(OH)2

74

[129]

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

AcO

 

OTf

 

 

 

 

MeO

aAryl electrophiles are arranged according to increasing order of priority determined by the Cahn–Ingold–Prelog rule.

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