1.1
Reagents:
Potassium carbonate
,
Sodium iodide
Solvents:
Acetone
;
10 h, 50 °C; 50 °C → rt
2.1
Reagents:
Diisopropylethylamine
Solvents:
Methanol
,
1,4-Dioxane
;
1.5 h, 60 °C; 60 °C → rt
2.2
Reagents:
Water
3.1
Reagents:
Triethylamine
Solvents:
Tetrahydrofuran
;
0 °C; 1 h, 70 °C
3.2
Reagents:
Water
4.1
Reagents:
Ammonium chloride
Catalysts:
Iron
Solvents:
Methanol
,
Tetrahydrofuran
,
Water
;
2 h, 80 °C; 80 °C → rt
5.1
Reagents:
Potassium carbonate
Solvents:
Dichloromethane
;
1 h, rt
5.2
Reagents:
Water
6.1
Reagents:
Potassium carbonate
Catalysts:
Tris(dibenzylideneacetone)dipalladium
,
X-Phos
Solvents:
(±)-2-Butanol
;
rt; 1 h, 100 °C; 100 °C → rt