tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate in acetonitrile T=45°C; 24 h; Inert atmosphere;

ethanol

sodium carbonate; acetone

1: iodobenzene With methyllithium; zinc(II) chloride in tetrahydrofuran; diethyl ether T=-78°C; 2 h; 2: 2-isopropyloxynaphthalene With bis(1,5-cyclooctadiene)nickel (0); tri-cyclo-hexyl-phosphine in toluene T=20°C; Negishi coupling reaction; Inert atmosphere;

1: With trichlorophosphate T=0 - 75°C; Vilsmeier-Haack reaction; 12 h; 2: With water; sodium hydroxide Vilsmeier-Haack reaction;

cesium fluoroxysulphate; boron trifluoride in acetonitrile 0.5 h; Ambient temperature;

1: 49 percent / cesium fluoroxysulfate, BF3 / acetonitrile / 0.5 h / Ambient temperature 2: cesium fluoroxysulfate, BF3 / acetonitrile / 0.5 h / Ambient temperature View Scheme