2,3-diphenylcyclopropenone; trifluoromethanesulfonic anhydride in dichloromethane T=23°C; 3 h; Inert atmosphere;

1: diisobutylaluminium hydride / dichloromethane / 3 h / 0 °C / Inert atmosphere 2: water; acetic acid / tetrahydrofuran / 12 h / 23 °C / Inert atmosphere 3: 2,3-diphenylcyclopropenone; trifluoromethanesulfonic anhydride / dichloromethane / 3 h / 23 °C / Inert atmosphere View Scheme

acetic acid; iron(II) chloride in water 2 h; Further byproducts given;

1: 8 percent / BrCCl3; AIBN / benzene / 80 °C View Scheme

2: 81 percent / pyridine 3: 73 percent / 30percent aq. hydrogen peroxide, potassium hydroxide / methanol / 0 °C 4: 10 percent / FeCl2, AcOH / H2O / 2 h View Scheme

1: 81 percent / pyridine 2: 73 percent / 30percent aq. hydrogen peroxide, potassium hydroxide / methanol / 0 °C 3: 10 percent / FeCl2, AcOH / H2O / 2 h View Scheme

1: 73 percent / 30percent aq. hydrogen peroxide, potassium hydroxide / methanol / 0 °C 2: 10 percent / FeCl2, AcOH / H2O / 2 h View Scheme

1: toluene-4-sulfonic acid; sodium sulfate / |Inert atmosphere 2: (SPY-5-31)-dichloro-(κ2(C,O)-(2-isopropyloxybenzylidene))(1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene)ruthenium / dichloromethane / |Inert atmosphere 3: trifluoroacetic acid / dichloromethane; water / |Inert atmosphere 4: Re2O7; triethylsilane / dichloromethane / 48 h / 20 °C / |Inert atmosphere View Scheme

hydrogen bromide Behandlung des Reaktionsprodukts mit Vinylmagnesiumbromid in Aether und Tetrahydrofuran;

acetic acid; iron(II) chloride in water 2 h; Heatingother reagent:TiCl3/AcOH; Product distribution;