triphenylphosphine in 1,2-dichloro-benzene 5 h; Heating;

triethyl phosphite T=210°C; Cadogan cyclization; 0.166667 h; microwave irradiation;

1: 92 percent / K2CO3; Pd(PPh3)4 / toluene; H2O / 19 h / Heating 2: 75 percent / PPh3 / 1,2-dichloro-benzene / 5 h / Heating View Scheme

1.1: conc. HCl; aq. sodium nitrite / H2O / 1 h / 0 °C 1.2: 98 percent / sodium azide / H2O / 1 h / 0 °C 2.1: 46 percent / aq. NaHCO3 / tetrakis(triphenylphosphine)palladium / 1,2-dimethoxy-ethane / 3 h / 100 °C 3.1: 70 percent / 1,2-dichloro-benzene / 4 h / 160 °C View Scheme

1: 46 percent / aq. NaHCO3 / tetrakis(triphenylphosphine)palladium / 1,2-dimethoxy-ethane / 3 h / 100 °C 2: 70 percent / 1,2-dichloro-benzene / 4 h / 160 °C View Scheme

1: 92 percent / K2CO3; Pd(PPh3)4 / toluene; H2O / 19 h / Heating 2: 75 percent / PPh3 / 1,2-dichloro-benzene / 5 h / Heating View Scheme

1: 74 percent / aq. NaHCO3 / Pd(Ph3P)4 / dimethylformamide / 0.17 h / 150 °C / microwave irradiation 2: 68 percent / (EtO)3P / 0.17 h / 210 °C / microwave irradiation View Scheme

1: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / N,N-dimethyl-formamide; water / 24 h / 80 °C / |Inert atmosphere 2: triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 24 h / 20 °C / |Inert atmosphere 3: copper diacetate; acetic acid; manganese(IV) oxide / N,N-dimethyl-formamide / 1 h / 200 °C / |Microwave irradiation; |Sealed tube View Scheme

1: triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 24 h / 20 °C / |Inert atmosphere 2: copper diacetate; acetic acid; manganese(IV) oxide / N,N-dimethyl-formamide / 1 h / 200 °C / |Microwave irradiation; |Sealed tube View Scheme

1: sodium azide / water; acetone / 0.01 h / Darkness; Microwave irradiation 2: 600 °C / 0 Torr / Flash vacuum thermolysis View Scheme