di-isopropyl azodicarboxylate; triphenylphosphine in tetrahydrofuran T=20°C; Mitsunobu reaction; Inert atmosphere;

1: N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 0 - 20 °C 2: dihydrogen peroxide; sodium hydroxide / ethanol; water / 2 h / Reflux 3: N,N-diethylaniline; trichlorophosphate / 4 h / Reflux 4: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 0.25 h / 160 °C / Microwave irradiation 5: palladium 10 on activated carbon; cyclohexa-1,4-diene / ethanol / 2 h / Reflux 6: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 20 °C / Inert atmosphere View Scheme

1: water; iron; ammonium chloride / isopropyl alcohol / Reflux 2: N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 0 - 20 °C 3: dihydrogen peroxide; sodium hydroxide / ethanol; water / 2 h / Reflux 4: N,N-diethylaniline; trichlorophosphate / 4 h / Reflux 5: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 0.25 h / 160 °C / Microwave irradiation 6: palladium 10 on activated carbon; cyclohexa-1,4-diene / ethanol / 2 h / Reflux 7: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 20 °C / Inert atmosphere View Scheme

1: N,N-diethylaniline; trichlorophosphate / 4 h / Reflux 2: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 0.25 h / 160 °C / Microwave irradiation 3: palladium 10 on activated carbon; cyclohexa-1,4-diene / ethanol / 2 h / Reflux 4: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 20 °C / Inert atmosphere View Scheme

1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: nitric acid; acetic anhydride / 0 - 20 °C 3: water; iron; ammonium chloride / isopropyl alcohol / Reflux 4: N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 0 - 20 °C 5: dihydrogen peroxide; sodium hydroxide / ethanol; water / 2 h / Reflux 6: N,N-diethylaniline; trichlorophosphate / 4 h / Reflux 7: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 0.25 h / 160 °C / Microwave irradiation 8: palladium 10 on activated carbon; cyclohexa-1,4-diene / ethanol / 2 h / Reflux 9: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 20 °C / Inert atmosphere View Scheme

1: nitric acid; acetic anhydride / 0 - 20 °C 2: water; iron; ammonium chloride / isopropyl alcohol / Reflux 3: N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 0 - 20 °C 4: dihydrogen peroxide; sodium hydroxide / ethanol; water / 2 h / Reflux 5: N,N-diethylaniline; trichlorophosphate / 4 h / Reflux 6: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 0.25 h / 160 °C / Microwave irradiation 7: palladium 10 on activated carbon; cyclohexa-1,4-diene / ethanol / 2 h / Reflux 8: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 20 °C / Inert atmosphere View Scheme