Multi-step reaction with 10 steps
1.1: triethylamine / dichloromethane / 1 h / 20 °C
2.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 4 h / 120 °C / Sealed tube; Inert atmosphere
3.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C
4.1: triethylamine / diethyl ether
5.1: caesium carbonate / acetonitrile / 2 h / Reflux
6.1: dimethylsulfide borane complex / tetrahydrofuran / Reflux; Inert atmosphere
7.1: 1,3-bis-(diphenylphosphino)propane; carbon tetrabromide / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere
8.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere
9.1: 4-methylmorpholine N-oxide / acetonitrile / 0.08 h / Molecular sieve; Inert atmosphere
9.2: 1.5 h / 40 °C / Inert atmosphere
10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.58 h / 0 - 20 °C
With
1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; carbon tetrabromide; dimethylsulfide borane complex; 1,3-bis-(diphenylphosphino)propane; tetrabutyl ammonium fluoride; potassium carbonate; caesium carbonate; 4-methylmorpholine N-oxide; triethylamine;
In
tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;