1: 85 percent / dimethylformamide / 3 h / 120 °C 2: 92 percent / K2CO3 / methanol / 18 h View Scheme

Amberlyst in methanol T=60°C; 0.166667 h;

1: 85 percent / dimethylformamide / 3 h / 120 °C 2: 92 percent / K2CO3 / methanol / 18 h 3: 82 percent / pyridinium dichromate / dimethylformamide 4: 82 percent / p-toluenesulfonic acid / methanol / 20 h 5: 53 percent / I2, (4-dimethylaminophenyl)diphenylphosphine / diethyl ether / 0.25 h / 0 °C View Scheme

n-butyllithium in N,N,N',N',N'',N''-hexamethylphosphoric triamide

sodium 1.) 30 min, liquid NH3; 2.) THF, 4 h; Yield given. Multistep reaction;

1: 85 percent / dimethylformamide / 3 h / 120 °C 2: 92 percent / K2CO3 / methanol / 18 h 3: 82 percent / pyridinium dichromate / dimethylformamide 4: 79 percent / K2CO3 / dimethylsulfoxide / 5 h View Scheme

1: 85 percent / dimethylformamide / 3 h / 120 °C 2: 92 percent / K2CO3 / methanol / 18 h 3: 82 percent / pyridinium dichromate / dimethylformamide 4: 70 percent / p-toluenesulfonic acid / H2O; tetrahydrofuran View Scheme