1.1: 85 percent / phosphoryl chloride / 1.5 h / 0 - 40 °C 2.1: NaOH / CH2Cl2 / 0.5 h / 20 °C 2.2: 97 percent / CH2Cl2 / 12 h / 20 °C 3.1: n-BuLi / tetrahydrofuran; hexane / 0 °C 3.2: potassium tert-butoxide / tetrahydrofuran; hexane / 0 °C 3.3: 68 percent / tetrahydrofuran; hexane / -78 - 0 °C 4.1: 50 percent / H2 / Pd/C / ethanol / 20 °C / 760 Torr View Scheme

1.1: 94 percent / Cu; quinoline / 2 h / Heating 2.1: 85 percent / phosphoryl chloride / 1.5 h / 0 - 40 °C 3.1: NaOH / CH2Cl2 / 0.5 h / 20 °C 3.2: 97 percent / CH2Cl2 / 12 h / 20 °C 4.1: n-BuLi / tetrahydrofuran; hexane / 0 °C 4.2: potassium tert-butoxide / tetrahydrofuran; hexane / 0 °C 4.3: 68 percent / tetrahydrofuran; hexane / -78 - 0 °C 5.1: 50 percent / H2 / Pd/C / ethanol / 20 °C / 760 Torr View Scheme

1.1: PCC / CH2Cl2 / 20 °C 2.1: NaH / tetrahydrofuran 2.2: tetrahydrofuran / 0 - 20 °C 3.1: H2 / Pd/C / ethanol / 20 °C 4.1: LiAlH4 / tetrahydrofuran / 0 - 20 °C 5.1: NaH / tetrahydrofuran / Heating 6.1: acetonitrile / Heating 7.1: n-BuLi / tetrahydrofuran; hexane / 0 °C 7.2: potassium tert-butoxide / tetrahydrofuran; hexane / 0 °C 7.3: 68 percent / tetrahydrofuran; hexane / -78 - 0 °C 8.1: 50 percent / H2 / Pd/C / ethanol / 20 °C / 760 Torr View Scheme

1.1: 99 percent / aq. NaOH / 0.5 h / Heating 2.1: 94 percent / Cu; quinoline / 2 h / Heating 3.1: 85 percent / phosphoryl chloride / 1.5 h / 0 - 40 °C 4.1: NaOH / CH2Cl2 / 0.5 h / 20 °C 4.2: 97 percent / CH2Cl2 / 12 h / 20 °C 5.1: n-BuLi / tetrahydrofuran; hexane / 0 °C 5.2: potassium tert-butoxide / tetrahydrofuran; hexane / 0 °C 5.3: 68 percent / tetrahydrofuran; hexane / -78 - 0 °C 6.1: 50 percent / H2 / Pd/C / ethanol / 20 °C / 760 Torr View Scheme

1.1: NaOH / CH2Cl2 / 0.5 h / 20 °C 1.2: 97 percent / CH2Cl2 / 12 h / 20 °C 2.1: n-BuLi / tetrahydrofuran; hexane / 0 °C 2.2: potassium tert-butoxide / tetrahydrofuran; hexane / 0 °C 2.3: 68 percent / tetrahydrofuran; hexane / -78 - 0 °C 3.1: 50 percent / H2 / Pd/C / ethanol / 20 °C / 760 Torr View Scheme

1.1: 88 percent / xylene / 1 h / Heating 2.1: 99 percent / aq. NaOH / 0.5 h / Heating 3.1: 94 percent / Cu; quinoline / 2 h / Heating 4.1: 85 percent / phosphoryl chloride / 1.5 h / 0 - 40 °C 5.1: NaOH / CH2Cl2 / 0.5 h / 20 °C 5.2: 97 percent / CH2Cl2 / 12 h / 20 °C 6.1: n-BuLi / tetrahydrofuran; hexane / 0 °C 6.2: potassium tert-butoxide / tetrahydrofuran; hexane / 0 °C 6.3: 68 percent / tetrahydrofuran; hexane / -78 - 0 °C 7.1: 50 percent / H2 / Pd/C / ethanol / 20 °C / 760 Torr View Scheme

1.1: 68 percent / methanol / 1.5 h / -10 °C 2.1: 88 percent / xylene / 1 h / Heating 3.1: 99 percent / aq. NaOH / 0.5 h / Heating 4.1: 94 percent / Cu; quinoline / 2 h / Heating 5.1: 85 percent / phosphoryl chloride / 1.5 h / 0 - 40 °C 6.1: NaOH / CH2Cl2 / 0.5 h / 20 °C 6.2: 97 percent / CH2Cl2 / 12 h / 20 °C 7.1: n-BuLi / tetrahydrofuran; hexane / 0 °C 7.2: potassium tert-butoxide / tetrahydrofuran; hexane / 0 °C 7.3: 68 percent / tetrahydrofuran; hexane / -78 - 0 °C 8.1: 50 percent / H2 / Pd/C / ethanol / 20 °C / 760 Torr View Scheme

1.1: NaH / tetrahydrofuran / Heating 2.1: acetonitrile / Heating 3.1: n-BuLi / tetrahydrofuran; hexane / 0 °C 3.2: potassium tert-butoxide / tetrahydrofuran; hexane / 0 °C 3.3: 68 percent / tetrahydrofuran; hexane / -78 - 0 °C 4.1: 50 percent / H2 / Pd/C / ethanol / 20 °C / 760 Torr View Scheme

1.1: NaH / tetrahydrofuran 1.2: tetrahydrofuran / 0 - 20 °C 2.1: H2 / Pd/C / ethanol / 20 °C 3.1: LiAlH4 / tetrahydrofuran / 0 - 20 °C 4.1: NaH / tetrahydrofuran / Heating 5.1: acetonitrile / Heating 6.1: n-BuLi / tetrahydrofuran; hexane / 0 °C 6.2: potassium tert-butoxide / tetrahydrofuran; hexane / 0 °C 6.3: 68 percent / tetrahydrofuran; hexane / -78 - 0 °C 7.1: 50 percent / H2 / Pd/C / ethanol / 20 °C / 760 Torr View Scheme

1.1: n-BuLi / tetrahydrofuran; hexane / 0 °C 1.2: potassium tert-butoxide / tetrahydrofuran; hexane / 0 °C 1.3: 68 percent / tetrahydrofuran; hexane / -78 - 0 °C 2.1: 50 percent / H2 / Pd/C / ethanol / 20 °C / 760 Torr View Scheme