1: 95 percent / toluene / 24 h / 190 °C 2: 100 percent / LiOH / tetrahydrofuran / 5 h / 23 °C 3: Et3N, (PhO)2P(=O)N3 / toluene / 2 h / 85 °C 4: 95 percent / 12 h / 85 °C 5: TBAF / tetrahydrofuran / 4 h / 55 °C 6: Et3N / CH2Cl2 / 0.5 h / 23 °C 7: Br2, Et4N(+)Br(-) / CH2Cl2 / 0.5 h / -78 °C 8: t-BuOK / tetrahydrofuran / 18 h / -78 - 4 °C 9: Bu3SnH, AIBN / benzene / 1.5 h / Heating 10: NaOMe / methanol / 2 h / 23 °C View Scheme

1: 95 percent / toluene / 24 h / 190 °C 2: 100 percent / LiOH / tetrahydrofuran / 5 h / 23 °C 3: Et3N, (PhO)2P(=O)N3 / toluene / 2 h / 85 °C 4: 95 percent / 12 h / 85 °C 5: TBAF / tetrahydrofuran / 4 h / 55 °C 6: Et3N / CH2Cl2 / 0.5 h / 23 °C 7: 96 percent / Br2, Et4N(+)Br(-) / CH2Cl2 / 0.5 h / -78 °C 8: 75 percent / t-BuOK / tetrahydrofuran / 18 h / -78 - 4 °C 9: Bu3SnH, AIBN / benzene / 1.5 h / Heating 10: NaOMe / methanol / 2 h / 23 °C View Scheme