in N,N-dimethyl-formamide T=75°C; 0.166667 h;

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 15 min, 2.) -78 deg C to room temperature, overnight 2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) -78 deg C to room temperature, overnight 3: 19 percent / CsF / dimethylformamide / Heating View Scheme

1: dimethylformamide / 0.17 h / 75 °C 2: K2CO3 / toluene; various solvent(s) / 1.5 h / 1.) 140 deg C, 1.5 h, 2.) 160 deg C, 12 h View Scheme

potassium tert-butylate in N,N-dimethyl-formamide T=75°C; 0.0333333 h;

1: t-BuOK / dimethylformamide / 75 °C 2: t-BuOK / dimethylformamide / 75 °C View Scheme

in N,N-dimethyl-formamide T=75°C; 0.166667 h;

1: 32 percent / LDA / tetrahydrofuran / 0.17 h / -78 °C 2: 78 percent / lithium naphthalenide / tetrahydrofuran / 0.08 h View Scheme