1: 2.) DDQ 2: POCl3 View Scheme

1.1: dihydrogen peroxide; potassium hydroxide / methanol; water / 0.5 h / 65 °C / Inert atmosphere 2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / Inert atmosphere 3.1: 0.5 h / Inert atmosphere 4.1: bis-triphenylphosphine-palladium(II) chloride; triethylamine; zinc(II) chloride; zinc / tetrahydrofuran / 24 h / 60 °C / Inert atmosphere 5.1: potassium hydroxide / aacetone / 2 h / Reflux; Inert atmosphere 6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 2 h / Inert atmosphere; Reflux 7.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere 7.2: 20 °C View Scheme

1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / Inert atmosphere 2.1: 0.5 h / Inert atmosphere 3.1: bis-triphenylphosphine-palladium(II) chloride; triethylamine; zinc(II) chloride; zinc / tetrahydrofuran / 24 h / 60 °C / Inert atmosphere 4.1: potassium hydroxide / aacetone / 2 h / Reflux; Inert atmosphere 5.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 2 h / Inert atmosphere; Reflux 6.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere 6.2: 20 °C View Scheme

1.1: bis-triphenylphosphine-palladium(II) chloride; triethylamine; zinc(II) chloride; zinc / tetrahydrofuran / 24 h / 60 °C / Inert atmosphere 2.1: potassium hydroxide / aacetone / 2 h / Reflux; Inert atmosphere 3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 2 h / Inert atmosphere; Reflux 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere 4.2: 20 °C View Scheme

1.1: 0.5 h / Inert atmosphere 2.1: bis-triphenylphosphine-palladium(II) chloride; triethylamine; zinc(II) chloride; zinc / tetrahydrofuran / 24 h / 60 °C / Inert atmosphere 3.1: potassium hydroxide / aacetone / 2 h / Reflux; Inert atmosphere 4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 2 h / Inert atmosphere; Reflux 5.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere 5.2: 20 °C View Scheme

暂无反应条件数据

1: 1.) OH-, 2.) H2, 3.) POCl3 / 2.) Pd/C 2: TiCl4 3: NaBH4 4: 2.) DDQ 5: POCl3 View Scheme

1: 79.7 percent / 1) NaBH4; 2) 5 percent aq. NaOH / hexamethylphosphoric acid triamide / 2 h / 50 - 60 °C 2: 92.3 percent / 1) Jones reagent; 2) 10 percent aq. NaOH, aq. HCl / acetone / 0.5 h / 0 °C View Scheme

1: 86.5 percent / DDQ / benzene / 1 h / Heating 2: POCl3 / acetonitrile / 0.83 h / Heating View Scheme

1: palladium/charcoal 2: nitrobenzene View Scheme