Multi-step reaction with 10 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C
1.2: 16 h / 20 °C
2.1: diisobutylaluminium hydride / toluene / 18 h / -78 °C
3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 2 h / 0 - 20 °C
4.1: potassium carbonate / 5,5-dimethyl-1,3-cyclohexadiene / 72 h / 140 °C
5.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C
6.1: pyridine / dichloromethane / 18.25 h / 0 - 20 °C
7.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 18 h / 80 °C
8.1: caesium carbonate; palladium diacetate; 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole / toluene / 20 h / 110 °C / Sealed tube
9.1: hydrogenchloride / methanol; 1,4-dioxane / 20 h
10.1: potassium carbonate / acetonitrile / 20 h
With
pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole; hydrogenchloride; palladium diacetate; sodium hydride; diisobutylaluminium hydride; potassium carbonate; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
1,4-dioxane; methanol; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;