copper(l) iodide; 1,10-phenanthroline; tris (α-naphthyl)phosphine; palladium (II) bromide in 1-methyl-pyrrolidin-2-one; 1,3,5-trimethyl-benzene T=150°C; 16 h; Inert atmosphere; regiospecific reaction;

potassium phosphate; n-butyllithium; [1,1'-bis(diphenylphosphino)ferrocene]dichloronickel (II) in toluene T=90°C; 24 h;

1: 2-methoxy-phenylmagnesium bromide With tris-(dibenzylideneacetone)dipalladium(0); pinacol phosphonate in tetrahydrofuran T=20°C; Kumada-Corriu cross-coupling reaction; 0.0833333 h; Inert atmosphere; 2: cyclohex-1-en-1-yl 4-methylbenzenesulfonate in tetrahydrofuran T=60°C; Kumada-Corriu cross-coupling reaction; 22 h; Inert atmosphere; chemoselective reaction;

1: potassium tert-butylate / ethanol / 3 h / |Inert atmosphere 2: tris (α-naphthyl)phosphine; 1,10-phenanthroline; copper(l) iodide; palladium (II) bromide / 1-methyl-pyrrolidin-2-one; 1,3,5-trimethyl-benzene / 16 h / 150 °C / |Inert atmosphere View Scheme

1: 95 percent / lithium diisopropylamide / tetrahydrofuran / -78 - 20 °C 2: 77 percent / <1,1'-bis(diphenylphosphino)ferrocene>dichloronickel(II), n-BuLi, K3PO4 / toluene / 24 h / 90 °C View Scheme

(i) Mg, Et2O, (ii) /BRN= 385735/, (iii) TsOH, benzene; Multistep reaction;