1: 82 percent / diisopropylamine; butyllithium / hexane; tetrahydrofuran / -75 °C 2: diisopropylamine; butyllithium / hexane; tetrahydrofuran / 2 h / -75 °C 3: 59 percent / butyllithium / diethyl ether; hexane / 0.25 h / -100 °C 4: 93 percent / butyllithium / hexane; diethyl ether / 0.25 h / -75 °C 5: 97 percent / potassium hydroxide / ethanol; H2O / 2 h / Heating View Scheme

1: 82 percent / diisopropylamine; butyllithium / hexane; tetrahydrofuran / -75 °C 2: diisopropylamine; butyllithium / hexane; tetrahydrofuran / 2 h / -75 °C 3: 59 percent / butyllithium / diethyl ether; hexane / 0.25 h / -100 °C 4: 93 percent / potassium fluoride / tetrahydrofuran; H2O / 2 h / Heating View Scheme

1: 70 percent / diisopropylamine; butyllithium / hexane; tetrahydrofuran / 2 h / -75 °C 2: 95 percent / potassium hydroxide / ethanol; H2O / 2 h / Heating View Scheme

1: 82 percent / diisopropylamine; butyllithium / hexane; tetrahydrofuran / -75 °C 2: diisopropylamine; butyllithium / hexane; tetrahydrofuran / 2 h / -75 °C 3: 59 percent / butyllithium / diethyl ether; hexane / 0.25 h / -100 °C 4: 93 percent / potassium fluoride / tetrahydrofuran; H2O / 2 h / Heating 5: 96 percent / 2,2,6,6-tetramethylpiperidine; butyllithium / tetrahydrofuran; hexane / 2 h / -75 °C View Scheme

1: 2,4-difluoro-1-bromobenzene With lithium diisopropyl amide in tetrahydrofuran T=-78°C; 1 h; 2: triethylsilyl chloride in tetrahydrofuran T=-78 - 0°C; 3: With water; ammonium chloride in tetrahydrofuran T=0°C;

bromine; sec.-butyllithium in tetrahydrofuran; cyclohexane 0.75 h;

1: 89 percent / butyllithium / hexane; tetrahydrofuran / -75 °C 2: 92 percent / sec-butyllithium; bromine / cyclohexane; tetrahydrofuran / 0.75 h View Scheme

1: 89 percent / butyllithium / hexane; tetrahydrofuran / -75 °C 2: 92 percent / sec-butyllithium; bromine / cyclohexane; tetrahydrofuran / 0.75 h View Scheme

n-butyllithium; diisopropylamine in tetrahydrofuran; hexane T=-75°C;

1: 82 percent / diisopropylamine; butyllithium / hexane; tetrahydrofuran / -75 °C 2: diisopropylamine; butyllithium / hexane; tetrahydrofuran / 2 h / -75 °C View Scheme