Multi-step reaction with 8 steps
1.1: diisobutylaluminium hydride / dichloromethane; toluene / 2.5 h / -78 °C
1.2: -78 - 20 °C
2.1: triethylamine; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 - 20 °C
3.1: hydrazine hydrate / 1,2-dimethoxyethane / 16 h / 80 °C
4.1: potassium hydroxide; iodine / 1,4-dioxane / 4 h / 70 °C
5.1: potassium hydroxide / N,N-dimethyl-formamide / 25 °C
6.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 2 h / 170 °C / Microwave irradiation
7.1: trans-bis(triphenylphosphine)palladium dichloride / toluene / 15 h / 110 °C / Inert atmosphere; Sealed tube
8.1: lithium chloride / tetrakis(triphenylphosphine) palladium(0); copper(l) iodide / tetrahydrofuran / 1 h / 100 °C / Microwave irradiation; Inert atmosphere
With
oxalyl dichloride; iodine; diisobutylaluminium hydride; hydrazine hydrate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; potassium hydroxide;
copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); trans-bis(triphenylphosphine)palladium dichloride;
In
tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; toluene; butan-1-ol;