Suzuki Coupling

Schematic representation of the Suzuki Coupling.

Mechanism of the Suzuki Coupling

Mechanism of the Suzuki Coupling

Original publication	Tetrahedron Lett.. 1979, 20, 3437. Chem. Commun.. 1979, 0, 866. J. Am. Chem. Soc.. 2005, 127, 12438.
Reviews	Can. J. Chem.. 2005, 83, 266. Chem. Rev.. 1995, 95, 2457. Chem. Soc. Rev.. 2013, 42, 5270. Chem. Soc. Rev.. 2014, 43, 412. J. Organomet. Chem.. 1999, 576, 147. Pure Appl. Chem.. 1991, 63, 419.

Sample reactions

intermediate structure

intermediate structure

K3PO4, Pd(OAc)2

THF

RT, 16 h, 89%

intermediate structure

intermediate structure

intermediate structure

K2CO3, Pd(PPh3)4

H2O, THF

80 °C, 5 h, 84%

intermediate structure

intermediate structure

intermediate structure

Na2CO3, Pd(PPh3)4

EtOH, H2O, PhH

Reflux, 3 h, 99%

intermediate structure

intermediate structure

H2O, Pd(PPh3)4, 9-BBN, Cs2CO3

THF

0 °C to reflux, 60 h, 65%

intermediate structure

intermediate structure

intermediate structure

Na2CO3, Pd(PPh3)4

H2O, MeOH, PhH

RT, 72 h, 71%

intermediate structure

intermediate structure

intermediate structure

Na2CO3, Pd(PPh3)4

H2O, MeOH, PhH

50 °C, 2.5 d, 77%

intermediate structure

intermediate structure

intermediate structure

KOt-Bu, Ni(cod)2

s-BuOH

RT to 60 °C, , 56%

"The yield was 66 % brsm."

intermediate structure

intermediate structure

intermediate structure

Na2CO3, Pd(PPh3)4

H2O, MeOH, PhH

80 °C, 2 h, 83%

intermediate structure

intermediate structure

intermediate structure

Na2CO3, Pd(PPh3)4

H2O, MeOH, PhH

RT, 72 h, 71%

intermediate structure

intermediate structure

intermediate structure

Na2CO3, Pd(PPh3)4

H2O, MeOH, PhH

50 °C, 72 h, 82%

intermediate structure

intermediate structure

intermediate structure

NaOH, (dppf)PdCl2

H2O, THF

RT, 40 min, 71%

intermediate structure

intermediate structure

intermediate structure

Ba(OH)2, Pd(PPh3)4

DME, H2O

Reflux, 3 h, 99%

intermediate structure

intermediate structure

Pd(PPh3)4, Tl2CO3

H2O, THF

RT, 2 h, 82%

intermediate structure