Multi-step reaction with 6 steps
1.1: N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide / N,N-dimethyl-formamide / 18 h / 55 - 80 °C / Inert atmosphere
2.1: boron tribromide / dichloromethane / 22 h / -78 - 23 °C
3.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 72 h / 20 °C
4.1: di-tert-butyl peroxide; selenium(IV) oxide / 1,4-dioxane / 20 h / 50 °C
5.1: N-ethyl-N,N-diisopropylamine / 1,2-dichloro-ethane / 1 h / 20 °C
5.2: 1.5 h
6.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1 h / 20 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; selenium(IV) oxide; copper(l) iodide; lithium hydroxide monohydrate; di-tert-butyl peroxide; di-isopropyl azodicarboxylate; water; boron tribromide; N-ethyl-N,N-diisopropylamine; triphenylphosphine;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
3.1: Mitsunobu reaction;