n-butyllithium; N,N,N',N,-tetramethylethylenediamine 1.) THF, 5-15 deg C, sonication, 2 h, 2.) r.t., several hours; Yield given. Multistep reaction. Yields of byproduct given;

Multistep reaction;

aluminium trichloride; sodium chloride T=200°C;

palladium diacetate; tetrabutyl-ammonium chloride; potassium acetate in N,N-dimethyl-formamide T=100°C; Heck reaction; 5 h;

1: 87 percent / KOH / dimethylsulfoxide / 22 h / 20 °C 2: 93 percent / NaBr; AcOH; H2SO4 / 8 h / 76 °C 3: 96 percent / AcOH / 6 h / Heating 4: 86 percent / aq. KOH / methanol; tetrahydrofuran / 5.5 h / Heating 5: 76.5 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / Heating 6: CuI; iPr2NH / Pd(PPh3)4 / toluene View Scheme

1: 87 percent / KOH / dimethylsulfoxide / 22 h / 20 °C 2: 93 percent / NaBr; AcOH; H2SO4 / 8 h / 76 °C 3: 96 percent / AcOH / 6 h / Heating 4: 86 percent / aq. KOH / methanol; tetrahydrofuran / 5.5 h / Heating 5: 76.5 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / Heating 6: CuI; iPr2NH / Pd(PPh3)4 / toluene 7: 71 percent / KF / methanol; tetrahydrofuran / 6 h / 20 °C View Scheme

暂无反应条件数据

N,N,N',N,-tetramethylethylenediamine in tetrahydrofuran T=20°C;

1.1: 62 percent / NaOH / dimethylformamide / 48 h / Heating 2.1: 97 percent / HNO3 / CHCl3; acetic acid / 18 h / 20 °C 3.1: 92 percent / aq. HCl; tin / tetrahydrofuran / 18 h / 20 °C 4.1: BF3*Et2O; tBuNO2 / tetrahydrofuran / 3 h / -8 °C 4.2: 95 percent / K2CO3; H2O; acetonitrile / tetrahydrofuran / 0.25 h / -15 °C 5.1: 62 percent / Cu(OAc)2 / PdCl2; PPh3 / triethylamine / 18 h / 100 °C 6.1: 88 percent / MeI / 18 h / 120 °C View Scheme