potassium iodide in N,N-dimethyl-formamide T=120°C;

potassium iodide in N,N-dimethyl-formamide T=120°C; 16 h; Inert atmosphere;

2,3-dicyano-5,6-dichloro-p-benzoquinone in benzene 0.5 h; Heating;

1.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 0 - 20 °C / |Inert atmosphere 2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; o-di-fluorobenzene / dimethyl sulfoxide / 24 h / 85 °C / |Inert atmosphere 3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 20 °C / |Inert atmosphere 3.2: 24 h / 35 °C / |Inert atmosphere 4.1: potassium iodide / N,N-dimethyl-formamide / 24 h / 120 °C / |Inert atmosphere View Scheme

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; o-di-fluorobenzene / dimethyl sulfoxide / 24 h / 85 °C / |Inert atmosphere 2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 20 °C / |Inert atmosphere 2.2: 24 h / 35 °C / |Inert atmosphere 3.1: potassium iodide / N,N-dimethyl-formamide / 24 h / 120 °C / |Inert atmosphere View Scheme

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 20 °C / |Inert atmosphere 1.2: 24 h / 35 °C / |Inert atmosphere 2.1: potassium iodide / N,N-dimethyl-formamide / 24 h / 120 °C / |Inert atmosphere View Scheme

1: 92 percent / Jones reagent / acetone / 0.17 h / 20 °C 2: 99 percent / NaOMe / benzene / 2 h / 20 °C 3: 66 percent / NH2OH*HCl / ethanol; H2O / 1 h / Heating 4: 100 percent / NaOMe / methanol; diethyl ether / 0.75 h / 20 °C 5: 92 percent / DDQ / benzene / 0.5 h / Heating View Scheme

1: 97 percent / methanolic KOH / 0.5 h / Heating 2: 92 percent / Jones reagent / acetone / 0.17 h / 20 °C 3: 99 percent / NaOMe / benzene / 2 h / 20 °C 4: 66 percent / NH2OH*HCl / ethanol; H2O / 1 h / Heating 5: 100 percent / NaOMe / methanol; diethyl ether / 0.75 h / 20 °C 6: 92 percent / DDQ / benzene / 0.5 h / Heating View Scheme

1: 99 percent / NaOMe / benzene / 2 h / 20 °C 2: 66 percent / NH2OH*HCl / ethanol; H2O / 1 h / Heating 3: 100 percent / NaOMe / methanol; diethyl ether / 0.75 h / 20 °C 4: 92 percent / DDQ / benzene / 0.5 h / Heating View Scheme

1: 100 percent / NaOMe / methanol; diethyl ether / 0.75 h / 20 °C 2: 92 percent / DDQ / benzene / 0.5 h / Heating View Scheme