ammonium acetate in toluene T=120°C; Feist-Benary Furan Synthesis; 10 h; Sealed tubeDarkness;

2,3-dicyano-5,6-dichloro-p-benzoquinone in benzene 36 h; Ambient temperature;

1: 1.) LiHMDS, TFEA, 2.) MsN3, Et3N / 2.) H2O, CH3CN 2: 75 percent / 1,2-dichloro-ethane / Irradiation; 1.) r.t., 8 h, 2.) 90 deg C, 12 h 3: 91 percent / n-Bu4NF, O2 / tetrahydrofuran / 12 h / -78 deg C to r.t. 4: 65 percent / conc. H2SO4 / ethanol / 0.5 h / Ambient temperature 5: 97 percent / DDQ / benzene / 36 h / Ambient temperature View Scheme

1: 75 percent / 1,2-dichloro-ethane / Irradiation; 1.) r.t., 8 h, 2.) 90 deg C, 12 h 2: 91 percent / n-Bu4NF, O2 / tetrahydrofuran / 12 h / -78 deg C to r.t. 3: 65 percent / conc. H2SO4 / ethanol / 0.5 h / Ambient temperature 4: 97 percent / DDQ / benzene / 36 h / Ambient temperature View Scheme

1: 65 percent / conc. H2SO4 / ethanol / 0.5 h / Ambient temperature 2: 97 percent / DDQ / benzene / 36 h / Ambient temperature View Scheme

1: 91 percent / n-Bu4NF, O2 / tetrahydrofuran / 12 h / -78 deg C to r.t. 2: 65 percent / conc. H2SO4 / ethanol / 0.5 h / Ambient temperature 3: 97 percent / DDQ / benzene / 36 h / Ambient temperature View Scheme

1.1: Na2CO3*1.5H2O2; water / tetrahydrofuran / 20 °C 2.1: anhydrous iron chloride / methanol; water / 20 °C 3.1: silver orthophosphate; (NH4)2S2O8 / water; acetonitrile / 85 °C / |Inert atmosphere 4.1: palladium diacetate; triphenylphosphine; potassium carbonate / toluene / 12 h / 110 °C / |Inert atmosphere 4.2: 0.5 h / 95 °C 5.1: ammonium acetate / toluene / 10 h / 120 °C / |Sealed tube; |Darkness View Scheme

1.1: anhydrous iron chloride / methanol; water / 20 °C 2.1: silver orthophosphate; (NH4)2S2O8 / water; acetonitrile / 85 °C / |Inert atmosphere 3.1: palladium diacetate; triphenylphosphine; potassium carbonate / toluene / 12 h / 110 °C / |Inert atmosphere 3.2: 0.5 h / 95 °C 4.1: ammonium acetate / toluene / 10 h / 120 °C / |Sealed tube; |Darkness View Scheme

1.1: silver orthophosphate; (NH4)2S2O8 / water; acetonitrile / 85 °C / |Inert atmosphere 2.1: palladium diacetate; triphenylphosphine; potassium carbonate / toluene / 12 h / 110 °C / |Inert atmosphere 2.2: 0.5 h / 95 °C 3.1: ammonium acetate / toluene / 10 h / 120 °C / |Sealed tube; |Darkness View Scheme