CsCO3 in DMF (N,N-dimethyl-formamide) T=100°C; 2 h;

1: Br2, acetic acid 2: 92 percent / concd. HNO3 / 0 °C 3: 96 percent / concd. HCl, acetic acid, Zn / 0.25 h / 0 °C 4: 90 percent / concd. HCl / ethanol 5: 1.) aq. HCl, sodium nitrite, 2.) 48percent aq. HBF4 / 1.) 0 deg C, 5 min, 2.) 0 deg C, 30 min 6: 13 percent / 48percent aq. HBF4 / 1 h / Irradiation View Scheme

1: 90 percent / concd. HCl / ethanol 2: 1.) aq. HCl, sodium nitrite, 2.) 48percent aq. HBF4 / 1.) 0 deg C, 5 min, 2.) 0 deg C, 30 min 3: 13 percent / 48percent aq. HBF4 / 1 h / Irradiation View Scheme

1: 96 percent / concd. HCl, acetic acid, Zn / 0.25 h / 0 °C 2: 90 percent / concd. HCl / ethanol 3: 1.) aq. HCl, sodium nitrite, 2.) 48percent aq. HBF4 / 1.) 0 deg C, 5 min, 2.) 0 deg C, 30 min 4: 13 percent / 48percent aq. HBF4 / 1 h / Irradiation View Scheme

1: 92 percent / concd. HNO3 / 0 °C 2: 96 percent / concd. HCl, acetic acid, Zn / 0.25 h / 0 °C 3: 90 percent / concd. HCl / ethanol 4: 1.) aq. HCl, sodium nitrite, 2.) 48percent aq. HBF4 / 1.) 0 deg C, 5 min, 2.) 0 deg C, 30 min 5: 13 percent / 48percent aq. HBF4 / 1 h / Irradiation View Scheme

tetrafluoroboric acid 1 h; Irradiation;

1: 1.) aq. HCl, sodium nitrite, 2.) 48percent aq. HBF4 / 1.) 0 deg C, 5 min, 2.) 0 deg C, 30 min 2: 13 percent / 48percent aq. HBF4 / 1 h / Irradiation View Scheme