cesium fluoride; tris-(o-tolyl)phosphine; bis(dibenzylideneacetone)-palladium(0) in toluene; acetonitrile T=110°C; 12 h;

palladium diacetate; potassium carbonate; trifluoroacetic acid; silver(l) oxide T=140°C; Nazarov Cyclization; 24 h; Schlenk techniqueInert atmosphere;

sulfuric acid T=20°C; Friedel-Crafts Acylation; 1 h; Inert atmosphere;

1: 4,5-dibromo-o-xylene With indium(III) chloride; chloro-trimethyl-silane; aluminium; lithium chloride in tetrahydrofuran T=50°C; 12 h; Inert atmosphere; 2: With zinc diacetate in tetrahydrofuran T=20°C; 0.333333 h; Inert atmosphere; 3: 2-iodo-benzoyl chloride With tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran; 1-methyl-pyrrolidin-2-one T=20°C; 1 h; Inert atmosphere;

1.1: magnesium / tetrahydrofuran / 2 h / 20 - 85 °C 1.2: 0 - 20 °C / |Inert atmosphere 2.1: pyridinium chlorochromate; triethylamine / dichloromethane / 20 °C 3.1: palladium diacetate; trifluoroacetic acid; potassium carbonate; silver(l) oxide / 24 h / 140 °C / |Schlenk technique; |Inert atmosphere View Scheme

1: pyridinium chlorochromate; triethylamine / dichloromethane / 20 °C 2: palladium diacetate; trifluoroacetic acid; potassium carbonate; silver(l) oxide / 24 h / 140 °C / |Schlenk technique; |Inert atmosphere View Scheme

1.1: magnesium / tetrahydrofuran / 2 h / 20 - 85 °C 1.2: 0 - 20 °C / |Inert atmosphere 2.1: pyridinium chlorochromate; triethylamine / dichloromethane / 20 °C 3.1: palladium diacetate; trifluoroacetic acid; potassium carbonate; silver(l) oxide / 24 h / 140 °C / |Schlenk technique; |Inert atmosphere View Scheme

hydrogenchloride; sodium nitrite Erwaermen der Reaktionsloesung auf dem Dampfbad;

1: aluminium chloride; carbon disulfide 2: sulfuric acid 3: NaNO2; concentrated aqueous hydrochloric acid / Erwaermen der Reaktionsloesung auf dem Dampfbad View Scheme

1: sulfuric acid 2: NaNO2; concentrated aqueous hydrochloric acid / Erwaermen der Reaktionsloesung auf dem Dampfbad View Scheme