iodine in tetrahydrofuran 48 h; Heating;

1: 70 percent / NaOAc, glacial AcOH / benzene / 3 h / Heating 2: 85 percent / NaOH / H2O / 0.75 h / 100 °C 3: 50 percent / I2 / tetrahydrofuran / 48 h / Heating View Scheme

1: 85 percent / NaOH / H2O / 0.75 h / 100 °C 2: 50 percent / I2 / tetrahydrofuran / 48 h / Heating View Scheme

copper in quinoline T=220°C; 2.5 h;