Suzuki coupling

The Suzuki reaction is the organic reaction of an aryl- or vinyl-boronic acid with an aryl- or vinyl-halide catalyzed by a palladium(0) complex. It is widely used to synthesize poly-olefins, styrenes, and substituted biphenyls, and has been extended to incorporate alkyl bromides.

 

Patents references

Step Conditions Patent
a Pd(PPH3)4 / K2CO3 / toluene WO2010038165 (Pfizer)
Step Conditions Patent
a Pd(PPh3)4 / tBuOK / DMF
WO2010018112 (Roche)
Step Conditions Patent
a PdCl2dppf / K2CO3 / dioxane:H2O (5:1) WO2010010184 (Galapagos)
Step Conditions Patent
a Pd(PPh3)4 / K2CO3 / DME WO2010049731 (Astrazeneca)
Step Conditions Patent
a Pd(PPh3)4 / Cs2CO3 / 1,2-dimethoxyethane / MeOH WO2009158431 (Novartis)
Step Conditions Patent
a tricyclohexylphosphine / potassiumphosphate / Pd(OAc)2 / toluene / H2O WO2010026110 (Roche)
Step Conditions Patent
a Pd(PPh3)4 / K2CO3 / Dioxane
WO2010018113 (Roche)
Step Conditions Patent
a Pd(PPh3)4 / K2CO3 / 1,2-dimethoxyethane / H2O WO2010026075 (Roche)
Step Conditions Patent
a

PdCl2(PPh3)2 / Et3N / EtOH

WO2010024769 (Astrazeneca)
Step Conditions Patent
a

Pd(dppf)Cl2 / Na2CO3 / dioxane / H2O

WO2010001169 (Astrazeneca)
b Pd(PPh3)4 / Cs2CO3 / Dioxane / H2O WO2010001169 (Astrazeneca)
Step Conditions Patent
a Bis(tri-t-butylphosphine)palladium (0) / K2CO3 / dioxane / H2O WO2010045309 (GSK)
Step Conditions Patent
a Pd(dppf)Cl2-DCM / DIPEA / Toluene:EtOH (1:1)  WO2010026122 (GSK)
Step Conditions Patent
a trimethylboroxine / Pd(PPh3)4 / K2CO3 / dioxane  WO2010026121 (GSK)

References

Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds
Chem. Rev.199595(7), pp 2457-2483

 

Palladium-catalyzed inter- and intramolecular cross-coupling reactions of B-alkyl-9-borabicyclo[3.3.1]nonane derivatives with 1-halo-1-alkenes or haloarenes. Syntheses of functionalized alkenes, arenes, and cycloalkenes via a hydroboration-coupling sequence
J. Am. Chem. Soc.1989111(1), pp 314-32

 

Palladium-catalyzed cross-coupling reaction of organoboron compounds with organic triflates
J. Org. Chem.199358(8), pp 2201-2208

 

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