hydrogenchloride; iron(III) chloride in methanol; acetonitrile T=0°C; Oxidation; 0.166667 h;

silver(l) oxide in chloroform T=40°C; 21 h;

1: 18 mg / CH2Cl2 2: 1.) 5percent aq. H2SO4, 2.) CrO3, acetic acid / 1.) THF, 24 h, 2.) THF, water, RT, 30 min View Scheme

1: 18 mg / CH2Cl2 2: 1.) 5percent aq. H2SO4, 2.) CrO3, acetic acid / 1.) THF, 24 h, 2.) THF, water, RT, 30 min View Scheme

1: TiCl4 2: 1.) m-CPBA, 2.) LiOH 3: FeCl3 View Scheme

1: 1.) m-CPBA, 2.) LiOH 2: FeCl3 View Scheme

chromium(VI) oxide; sulfuric acid; acetic acid 1.) THF, 24 h, 2.) THF, water, RT, 30 min; Yield given. Multistep reaction;

1.1: B(OAc)3; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 72 h / 20 °C / Inert atmosphere 2.1: pyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere 3.1: bis-triphenylphosphine-palladium(II) chloride; formic acid; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 80 °C / Inert atmosphere 4.1: boron tribromide / dichloromethane / 3 h / -78 °C / Inert atmosphere 4.2: Inert atmosphere View Scheme

pyridine T=0°C; 0.666667 h;