pyridine in acetonitrile 48 h; Irradiation;

pyridine in acetonitrile 48 h; Irradiation;

1: 1.) lithium metal, 2.) p-benzoquinone / 1.) THF, 5 to 45 deg C, 2.) CH2Cl2, 0 deg C 2: 94 percent / methanol / Heating View Scheme

potassium fluoride; caesium carbonate; 2-(di-tert-butylphosphino)-2'-isopropylbiphenyl; palladium diacetate; carbon dioxide T=100°C; P=93086.6 Torr; 17 h;

lithium; p-benozquinone 1) THF, 5-10 deg C, 4 h, ultrasonic bath, 2) 45 deg C, overnight, 3) H2CCl2, 0 deg C, 3 h; Yield given. Multistep reaction;

1: 1.) lithium metal, 2.) p-benzoquinone / 1.) THF, 5 to 45 deg C, 2.) CH2Cl2, 0 deg C 2: 94 percent / methanol / Heating 3: 1.) NaH / 2.) THF View Scheme

1: 1) Li, 2) p-benzoquinone / 1) THF, 5-10 deg C, 4 h, ultrasonic bath, 2) 45 deg C, overnight, 3) H2CCl2, 0 deg C, 3 h 2: 90 percent / methanol / 0.08 h / Heating 3: NaH / 1) 20-40 deg C, THF, 2) THF, -78 deg C, 3) room temperature, 1 h 4: 46 percent / AlCl3 / CH2Cl2 / 15 h / Ambient temperature View Scheme

potassium fluoride; caesium carbonate; 2-(di-tert-butylphosphino)-2'-isopropylbiphenyl; palladium diacetate; carbon dioxide T=100°C; P=93086.6 Torr; 17 h;