Multi-step reaction with 10 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / Heating; Inert atmosphere
2.1: iron; ammonium chloride / ethanol; ethyl acetate / 80 °C / Inert atmosphere
3.1: dichlorotriphenylphosphorane / chloroform / 20 °C / Inert atmosphere
3.2: 0.5 h / Inert atmosphere
4.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 80 °C / Inert atmosphere
5.1: iron; ammonium chloride / ethanol; ethyl acetate; water / 2 h / 80 °C / Inert atmosphere
6.1: dichlorotriphenylphosphorane / chloroform / 20 °C / Inert atmosphere
6.2: 0.5 h / Inert atmosphere
7.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 80 °C / Inert atmosphere
8.1: cerium(III) chloride heptahydrate; sodium iodide / acetonitrile / 7 h / Inert atmosphere; Reflux
9.1: tetrakis(triphenylphosphine) palladium(0); sodium 4-methylbenzenesulfinate / chloroform; tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
10.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 80 °C / Inert atmosphere
With
tetrakis(triphenylphosphine) palladium(0); cerium(III) chloride heptahydrate; iron; potassium carbonate; ammonium chloride; sodium 4-methylbenzenesulfinate; sodium iodide; dichlorotriphenylphosphorane;
In
tetrahydrofuran; ethanol; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c8nj04758h