n-butyllithium in diethyl ether

1: 5-bromo-quinoline With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.75 h; 2: boric acid trimethyl ester in tetrahydrofuran; hexane T=-78 - 20°C;

tetrahydroxydiboron; [1,3-bis(diphenylphosphino) propane] dichloronickel(II); N-ethyl-N,N-diisopropylamine; triphenylphosphine in ethanol T=80°C; Miyaura Borylation Reaction; 4 h; Inert atmosphereSealed tube;

1: potassium iodide; sodium thiosulfate; sodium nitrite / hydrogenchloride; water; acetone 2: n-butyllithium / diethyl ether View Scheme