1: 27 percent / (i-Pr)2NEt / ethyl acetate / 2 h / 0 °C 2: 80 percent / NaOH / dimethylformamide / 5 h / 120 °C 3: 85 percent / nitronium tetrafluoroborate / acetonitrile / 0.25 h / 0 °C 4: 66 percent / Fe, HOAc / 5 h / 50 °C 5: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, RT, 4 h View Scheme

1: 27 percent / (i-Pr)2NEt / ethyl acetate / 2 h / 0 °C 2: 80 percent / NaOH / dimethylformamide / 5 h / 120 °C 3: 85 percent / nitronium tetrafluoroborate / acetonitrile / 0.25 h / 0 °C 4: 66 percent / Fe, HOAc / 5 h / 50 °C 5: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, RT, 4 h View Scheme

1: 85 percent / nitronium tetrafluoroborate / acetonitrile / 0.25 h / 0 °C 2: 66 percent / Fe, HOAc / 5 h / 50 °C 3: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, RT, 4 h View Scheme

1: 80 percent / NaOH / dimethylformamide / 5 h / 120 °C 2: 85 percent / nitronium tetrafluoroborate / acetonitrile / 0.25 h / 0 °C 3: 66 percent / Fe, HOAc / 5 h / 50 °C 4: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, RT, 4 h View Scheme

sodium hydride 1.) DMF, RT, 1 h, 2.) DMF, RT, 4 h; Yield given. Multistep reaction;

1: 1.) 32percent aq. H2SO4, NaNO2, 2.) CuCN / 1.) 0 deg C, 30 min, 2.) water, a) RT, 30 min, b) 50 deg C, 30 min 2: 74 percent / conc. H2SO4 / 1.5 h / 120 °C View Scheme