sodium hydroxide; potassium chloride; potassium hexacyanoferrate(III) in methanol; water T=30°C; further temperature; Kinetics;

1: benzoyl chloride With indium; chloro-trimethyl-silane; ethylene dibromide; lithium chloride in 1-methyl-pyrrolidin-2-one T=40°C; 3 h; Inert atmosphere; 2: 3’-iodoacetophenone With tris-(dibenzylideneacetone)dipalladium(0) in 1-methyl-pyrrolidin-2-one T=25°C; 3 h; Inert atmosphere;

1: tetrahydrofuran; diethyl ether / 1 h / 0 °C 2: CH2Cl2 / 12 h / 20 °C 4: 50 percent / pyridinium dichromate, pyridinium trifluoroacetate / CH2Cl2 / 10 h / Ambient temperature 5: 1.) LDA / 1.) THF, hexane, -78 deg C, 8 h, 2.) THF, hexane, RT, 12 h 6: 93 percent / Pd(PPh3)2(OAc)2, CuI, diethylamine / dimethylformamide / 2 h / Ambient temperature 7: H2, quinoline / Lindlar's catalyst / 1.) EtOAc, hexane, RT, 1 h, 2.) isooctane, reflux, 2 h 8: tetrabutylammonium fluoride / tetrahydrofuran / 12 h / Ambient temperature View Scheme

potassium carbonate in ethanol T=120°C; Suzuki coupling; 0.2 h; Microwave irradiation;

1-methyl-pyrrolidin-2-one; tetrakis(triphenylphosphine) palladium(0) T=80°C; 3 h;

copper(l) iodide; triethanolamine; tetrabutylammomium bromide; water; potassium hydroxide T=120°C; 24 h; Inert atmosphere;

1: With pyridine in dichloromethane T=0 - 20°C; 2: With hydrogenchloride in dichloromethane; water

titanium tetrachloride in dichloromethane; toluene T=-40 - 0°C; 3 h;

1: With methanol; sodium methylate T=20°C; 16 h; 2: With hydroxylamine hydrochloride; toluene-4-sulfonic acid in methanol 72 h; Heating;

copper(ll) bromide in chloroform; ethyl acetate 8 h; Reflux;