1: 90 percent / N-benzylacridinium bromide / acetonitrile / Ambient temperature 2: H2 / Pd / 760 Torr 3: NaOEt / ethanol / 0.5 h / Heating View Scheme

1: 90 percent / N-benzyl acridinium bromide / acetonitrile / 1 h / Ambient temperature 2: 80 percent / H2, NaHCO3 / 10percent Pd-C / ethanol / 5 h / 760 Torr 3: 65 percent / n-BuLi / tetrahydrofuran / 3 h / 0 - 10 °C 4: 58 percent / CH2Cl2 / 1 h / Ambient temperature 5: 77 percent / KOH / H2O; ethane-1,2-diol / 160 - 170 °C View Scheme

1: 90 percent / N-benzyl acridinium bromide / acetonitrile / 1 h / Ambient temperature 2: 80 percent / H2, NaHCO3 / 10percent Pd-C / ethanol / 5 h / 760 Torr 3: 65 percent / n-BuLi / tetrahydrofuran / 3 h / 0 - 10 °C 4: 58 percent / CH2Cl2 / 1 h / Ambient temperature 5: 77 percent / KOH / H2O; ethane-1,2-diol / 160 - 170 °C 6: SOCl2 / 2 h / Ambient temperature 7: 70 percent / 0.25 h / 100 °C View Scheme

1: 90 percent / N-benzyl acridinium bromide / acetonitrile / 1 h / Ambient temperature 2: 80 percent / H2, NaHCO3 / 10percent Pd-C / ethanol / 5 h / 760 Torr 3: 65 percent / n-BuLi / tetrahydrofuran / 3 h / 0 - 10 °C 4: 58 percent / CH2Cl2 / 1 h / Ambient temperature 5: 77 percent / KOH / H2O; ethane-1,2-diol / 160 - 170 °C 6: SOCl2 / 2 h / Ambient temperature 7: 60 percent / acetonitrile / 0.5 h / Heating View Scheme

1: 90 percent / N-benzyl acridinium bromide / acetonitrile / 1 h / Ambient temperature 2: 80 percent / H2, NaHCO3 / 10percent Pd-C / ethanol / 5 h / 760 Torr 3: 65 percent / n-BuLi / tetrahydrofuran / 3 h / 0 - 10 °C 4: 58 percent / CH2Cl2 / 1 h / Ambient temperature 5: 77 percent / KOH / H2O; ethane-1,2-diol / 160 - 170 °C 6: SnCl4 / acetonitrile / 2 h / Ambient temperature 7: 86 percent / CH3OH, NaOMe / tetrahydrofuran / Ambient temperature View Scheme

1: 90 percent / N-benzyl acridinium bromide / acetonitrile / 1 h / Ambient temperature 2: 80 percent / H2, NaHCO3 / 10percent Pd-C / ethanol / 5 h / 760 Torr 3: 65 percent / n-BuLi / tetrahydrofuran / 3 h / 0 - 10 °C 4: 58 percent / CH2Cl2 / 1 h / Ambient temperature 5: 77 percent / KOH / H2O; ethane-1,2-diol / 160 - 170 °C 6: SOCl2 / 2 h / Ambient temperature 7: 60 percent / acetonitrile / 0.5 h / Heating 8: 60 percent / SOCl2 / 20 h / Ambient temperature View Scheme

1: 90 percent / N-benzyl acridinium bromide / acetonitrile / 1 h / Ambient temperature 2: 80 percent / H2, NaHCO3 / 10percent Pd-C / ethanol / 5 h / 760 Torr 3: 65 percent / n-BuLi / tetrahydrofuran / 3 h / 0 - 10 °C 4: 58 percent / CH2Cl2 / 1 h / Ambient temperature 5: 77 percent / KOH / H2O; ethane-1,2-diol / 160 - 170 °C 6: SOCl2 / 2 h / Ambient temperature View Scheme

1: 90 percent / N-benzyl acridinium bromide / acetonitrile / 1 h / Ambient temperature 2: 80 percent / H2, NaHCO3 / 10percent Pd-C / ethanol / 5 h / 760 Torr 3: 2.) 50percent aq KOH / 1.) THF, 20 deg C, 3 h and reflux, 5 min, 2.) ethylene glycol, 160 deg C, 15 min View Scheme

1: 90 percent / N-benzyl acridinium bromide / acetonitrile / 1 h / Ambient temperature 2: 80 percent / H2, NaHCO3 / 10percent Pd-C / ethanol / 5 h / 760 Torr 3: 25 percent / 50percent aq KOH / tetrahydrofuran; ethane-1,2-diol / 1.) THF, 20 deg C, 3 h and reflux, 5 min, 2.) ethylene glycol, 160 deg C, 15 min View Scheme

1: 90 percent / N-benzyl acridinium bromide / acetonitrile / 1 h / Ambient temperature 2: 80 percent / H2, NaHCO3 / 10percent Pd-C / ethanol / 5 h / 760 Torr 3: 44 percent / 50percent aq KOH / tetrahydrofuran; ethane-1,2-diol / 1.) THF, 20 deg C, 3 h and reflux, 5 min, 2.) ethylene glycol, 160 deg C, 15 min View Scheme