aluminium trichloride; tin(IV) chloride in pentane; benzene T=0 - 5°C; Friedel-Crafts reaction; 1 h;

1.1: magnesium / tetrahydrofuran / 20 °C 1.2: tetrahydrofuran / 20 °C 2.1: 80 °C View Scheme

1.1: Mg / tetrahydrofuran / 2 h / 20 °C 1.2: 85 percent / tetrahydrofuran 2.1: 32.2 percent / AlCl3; SnCl4 / benzene; pentane / 1 h / 0 - 5 °C View Scheme

1: palladium diacetate; 2-(dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1’-biphenyl; lithium tert-butylate / 12 h / 120 °C / |Inert atmosphere 2: bis(η3-allyl-μ-chloropalladium(II)); [(t-Bu)3PH]BF4; potassium tert-butylate / 1,4-dioxane / 12 h / 80 °C / |Inert atmosphere 3: SIDip*HCl; sodium hydroxide; PEPPSITM-IPr / 1,4-dioxane; water / 12 h / 120 °C / |Inert atmosphere 4: hydrogenchloride / 1,2-dichloro-ethane; acetic acid / 6 h / 80 °C / |Inert atmosphere View Scheme

T=80°C; Friedel-Crafts reaction;