Multi-step reaction with 10 steps
1.1: toluene-4-sulfonic acid / dichloromethane / 16 h / 0 - 20 °C
2.1: lithium diisopropyl amide / tetrahydrofuran / 17 h / 0 - 20 °C
2.2: 0 - 20 °C
3.1: triethylamine / tetrahydrofuran / 2 h / 0 °C
4.1: N,N-dimethyl-formamide / 1 h / 20 °C
5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 0 - 20 °C
6.1: lithium diisopropyl amide / tetrahydrofuran; toluene; hexane / 0.5 h / -78 °C
6.2: 16 h / -78 - 20 °C
7.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / 0 - 5 °C
8.1: hydrogenchloride / 1,4-dioxane / 16 h / 20 °C
9.1: potassium tert-butylate / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere; Cooling with ice
10.1: tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; XPhos / N,N-dimethyl-formamide / 2 h / 120 °C / Microwave irradiation; Inert atmosphere
With
hydrogenchloride; tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; caesium carbonate; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; lithium diisopropyl amide; XPhos;
In
tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;