ammonia in various solvent(s) T=180°C; 2 h;

1: 1) nBuLi, N,N,N',N'tetramethylethylenediamine; 2) trimethylsilylmethyl azide / 1) ether, hexane, 22 degC, 18.5 h.; 2) ether, hexane, 22 degC, 3.5 h. 2: 1) MeOH, 22 degC, 4 d.; 2) diphenyl ether, reflux, 25 min. 3: 86 percent / POCl3 / 24 h / 22 °C 4: 61 percent / NH3 / various solvent(s) / 2 h / 180 °C View Scheme

1: 1) MeOH, 22 degC, 4 d.; 2) diphenyl ether, reflux, 25 min. 2: 86 percent / POCl3 / 24 h / 22 °C 3: 61 percent / NH3 / various solvent(s) / 2 h / 180 °C View Scheme

trifluorormethanesulfonic acid; SbF5; trifluoroacetic acid T=75 - 80°C; 0.00833333 h; Yields of byproduct given;

1: 86 percent / POCl3 / 24 h / 22 °C 2: 61 percent / NH3 / various solvent(s) / 2 h / 180 °C View Scheme

1: 91 percent / diphenyl ether / 0.42 h / Heating 2: 86 percent / POCl3 / 24 h / 22 °C 3: 61 percent / NH3 / various solvent(s) / 2 h / 180 °C View Scheme