aluminium trichloride; sodium iodide in acetonitrile T=20°C; Demethylation; 3 h;

1: 72 percent / 4N aq. HCl; Fe / ethanol / 0.33 h / 65 - 70 °C 2: 82 percent / pyridine / 1 h / 20 °C 3: 90 percent / AlCl3; HCl / nitrobenzene / 10 h / 25 - 30 °C 4: 91 percent / acetone / 3 h 5: 95 percent / NaI; AlCl3 / acetonitrile / 3 h / 20 °C View Scheme

1: 82 percent / pyridine / 1 h / 20 °C 2: 90 percent / AlCl3; HCl / nitrobenzene / 10 h / 25 - 30 °C 3: 91 percent / acetone / 3 h 4: 95 percent / NaI; AlCl3 / acetonitrile / 3 h / 20 °C View Scheme

1: 84 percent / potassium tert-butoxide / dimethylformamide / 4 h / 110 °C 2: 72 percent / 4N aq. HCl; Fe / ethanol / 0.33 h / 65 - 70 °C 3: 82 percent / pyridine / 1 h / 20 °C 4: 90 percent / AlCl3; HCl / nitrobenzene / 10 h / 25 - 30 °C 5: 91 percent / acetone / 3 h 6: 95 percent / NaI; AlCl3 / acetonitrile / 3 h / 20 °C View Scheme

1: 90 percent / AlCl3; HCl / nitrobenzene / 10 h / 25 - 30 °C 2: 91 percent / acetone / 3 h 3: 95 percent / NaI; AlCl3 / acetonitrile / 3 h / 20 °C View Scheme

1: 84 percent / potassium tert-butoxide / dimethylformamide / 4 h / 110 °C 2: 72 percent / 4N aq. HCl; Fe / ethanol / 0.33 h / 65 - 70 °C 3: 82 percent / pyridine / 1 h / 20 °C 4: 90 percent / AlCl3; HCl / nitrobenzene / 10 h / 25 - 30 °C 5: 91 percent / acetone / 3 h 6: 95 percent / NaI; AlCl3 / acetonitrile / 3 h / 20 °C View Scheme

in N,N-dimethyl-formamide T=15°C; Cyclization; 8 h;