1.1: sodium hydroxide / ethanol; water / 0.08 h / Inert atmosphere 1.2: 14 h / 20 °C / Inert atmosphere 2.1: thionyl chloride; pyridine / N,N-dimethyl-formamide / chlorobenzene / 22 h / 120 °C / Inert atmosphere 3.1: triethylamine / 12 h / Reflux; Inert atmosphere View Scheme

cerium(IV) ammonium nitrate supported on silica; magnesium sulfate in dichloromethane T=20°C; 0.166667 h;

1.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 20 - 35 °C / |Inert atmosphere 2.1: sodium hydroxide; water / ethanol / 0.75 h / 55 °C 2.2: 1.17 h / 20 °C 3.1: triethylamine; chloroformic acid ethyl ester / 2-methyl tetrahydrofuran / 1 h / 10 - 20 °C / |Inert atmosphere 3.2: 2 h / 10 - 20 °C 4.1: sodium hydride / tetrahydrofuran; mineral oil / 18 h / 20 - 40 °C / |Inert atmosphere 5.1: di-μ-chloro-bis(η4-1,5-cyclooctadiene)diiridium; tri-cyclo-hexyl-phosphine; sodium tetraphenyl borate / dichloromethane; acetone / 14 h / 20 °C / |Inert atmosphere 6.1: 4-(dimethylamino)-N-((1R,2S)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)picolinamide; tris(acetonitrile)(η5-2,4-cyclopentadien-1-yl)ruthenium(1+) hexafluorophosphate(1-); triphenoxyborane / tetrahydrofuran / 18 h / 20 °C / |Inert atmosphere 7.1: palladium 10 on activated carbon; hydrogen / tetrahydrofuran; methanol / 20 h / 25 °C / 10343.2 Torr View Scheme

1.1: sodium hydroxide / ethanol; water / 0.08 h / Inert atmosphere 1.2: 14 h / 20 °C / Inert atmosphere 2.1: thionyl chloride; pyridine / N,N-dimethyl-formamide / chlorobenzene / 22 h / 120 °C / Inert atmosphere View Scheme

sodium hydroxide in ethanol 16 h;

1.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 20 - 35 °C / |Inert atmosphere 2.1: sodium hydroxide; water / ethanol / 0.75 h / 55 °C 2.2: 1.17 h / 20 °C View Scheme

1.1: sodium hydroxide / ethanol; water / 0.08 h / Inert atmosphere 1.2: 14 h / 20 °C / Inert atmosphere 2.1: thionyl chloride; pyridine / N,N-dimethyl-formamide / chlorobenzene / 22 h / 120 °C / Inert atmosphere 3.1: triethylamine / 12 h / Reflux; Inert atmosphere 4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 13.5 h / 20 - 70 °C / Inert atmosphere 5.1: boron tribromide / dichloromethane / 2.5 h / -20 - 0 °C / Inert atmosphere View Scheme

sodium hydroxide; iodine cloride in methanol

1: 97 percent / conc. H2SO4 / 7 h / Heating 2: 98 percent / hydrogen / PtO2 / aq. ethanol / 20 h / Ambient temperature 3: 91 percent / K2CO3 / dimethylformamide / 24 h / 80 °C 4: DIBALH / CH2Cl2 / 0.5 h / -78 °C View Scheme

1,10-phenanthroline; Cu(OH)2 in 1-methyl-pyrrolidin-2-one T=200°C; 2.3 h; Inert atmosphereGreen chemistry;