Oxonereg; in water; isopropyl alcohol T=20°C;

1: 2,5-dibromo-pyridine With n-butyllithium in hexane; toluene T=-78°C; Metallation; 2 h; 2: dimethyl-disulfide in hexane; toluene T=-78°C; Substitution; 1 h; 3: With Oxonereg; in methanol; water; toluene Oxidation;

1: 93 percent / MeSNa / dimethylformamide / Ambient temperature 2: m-chlorobenzoic acid / CHCl3 View Scheme

potassium acetate; 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in 1,4-dioxane T=90°C; 0.5 h;

potassium acetate

1: With potassium acetate; 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl-4',4',5',5'-tetramethyl-1,3,2-dioxaborolane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in dimethyl sulfoxide T=80°C; 2 h; 2: With sodium hydroxide; dihydrogen peroxide in tetrahydrofuran; water T=0 - 20°C; 3: With hydrogenchloride; water