chromium(VI) oxide in acetone 3 h; Ambient temperature;

1: 2-bromo-pyridine With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane T=-78°C; 1 h; 2: acetaldehyde in tetrahydrofuran; hexane T=-78°C; 1 h; 3: With ammonium chloride in tetrahydrofuran; hexane; water Saturated solution;

in tetrahydrofuran T=0 - 5°C;

in tetrahydrofuran; diethyl ether T=0 - 5°C; Grignard reaction; 1 h;

lithium diisopropyl amide 1.) THF, -78 deg C, 2 h, 2.) THF, -78 deg C - RT; Yield given. Multistep reaction;

Yield given. Multistep reaction;

1.1: chromium(VI) oxide / acetone / -70 - 25 °C 2.1: trans-PdCl2(PPh3)2; triethylamine / 0.25 h / 20 °C / Inert atmosphere 2.2: 1 h / 80 °C / Inert atmosphere 3.1: ammonia; silver trifluoromethanesulfonate / methanol / 1 h / 120 °C / Microwave irradiation; sealed tube View Scheme