T=120°C; 0.666667 h; Green chemistry;

5 ruthenium on carbon; oxygen in water T=75°C; 24 h;

potassium carbonate; tetrakis(triphenylphosphine) palladium(0) in ethanol; toluene Suzuki-Miyaura coupling; 48 h; Heating;

1: With N,N,N',N,-tetramethylethylenediamine in toluene T=50°C; 10 h; Inert atmosphere; 2: With water; ammonium chloride in toluene 12 h;

tin(ll) chloride in ethanol; water 0.333333 h; Reflux;

hydrogenchloride in ethanol 2 h; Heating;

1: 2,5,6,7-tetrahydro-2-phenyl-3H-pyrrolo[2,1-c]-1,2,4-triazol-3-ylidenium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 3 h / 65 °C / Inert atmosphere 2: air / tetrahydrofuran; ethyl acetate / 20 °C View Scheme

1: Grubb's 2nd generation catalyst / toluene / 1.5 h / 80 °C / |Inert atmosphere 2: Grubb's 2nd generation catalyst; tetra-(n-butyl)ammonium iodide; tert.-butylhydroperoxide / toluene; acetonitrile; water / 1 h / 20 °C / |Inert atmosphere 3: acetic acid / toluene; acetonitrile; water / 2 h / 60 °C / |Inert atmosphere View Scheme

1.1: Grubb's 2nd generation catalyst / toluene / 1.5 h / 80 °C / |Inert atmosphere 1.2: 1 h / 20 °C / |Ionic liquid 2.1: Grubb's 2nd generation catalyst; tetra-(n-butyl)ammonium iodide; tert.-butylhydroperoxide / toluene; acetonitrile; water / 1 h / 20 °C / |Inert atmosphere 3.1: acetic acid / toluene; acetonitrile; water / 2 h / 60 °C / |Inert atmosphere View Scheme

1: 1,8-diazabicyclo[5.4.0]undec-7-ene; oxygen / N,N-dimethyl-formamide; ethyl acetate / 6 h / 70 °C 2: N,N-dimethyl-formamide; ethyl acetate / 1.5 h / 20 °C View Scheme