potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); 1,5-bis-(diphenylphosphino)-pentane in N,N-dimethyl-formamide T=80°C; Suzuki coupling; 3 h;

1: With palladium diacetate; xantphos in N-dodecane; butan-1-ol T=25°C; Suzuki-Miyaura Coupling; 0.0833333 h; Inert atmosphereGlovebox; 2: With cesium hydroxide monohydrate in N-dodecane; water; butan-1-ol T=80°C; Suzuki-Miyaura Coupling; 4 h; Inert atmosphereGlovebox;

palladium diacetate; tris-(o-tolyl)phosphine in toluene T=60°C; 10 h; Inert atmosphere;

1: 1-bromo-4-methoxy-benzene; bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methane With Pd0(tris(tert-butyl)phosphine)2; potassium hydroxide in 1,4-dioxane; water T=20°C; Suzuki-Miyaura Coupling; 3 h; Inert atmosphere; 2: 3-bromo-pyridine With potassium hydroxide in 1,4-dioxane; water T=60°C; Suzuki-Miyaura Coupling; 16 h; Inert atmosphere;

1: n-butyllithium / hexane / 3.02 h / -78 °C 2: palladium diacetate; tris-(o-tolyl)phosphine / toluene / 10 h / 60 °C / |Inert atmosphere View Scheme

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