Multi-step reaction with 10 steps
1: sodium / methanol / 2 h / Reflux
2: trichlorophosphate / 10 h / 100 °C
3: N-ethyl-N,N-diisopropylamine / acetonitrile / 17 h / Reflux
4: caesium carbonate; sodium iodide / acetonitrile / 24 h / Reflux
5: sulfuric acid; trifluoroacetic acid / 5 h / Reflux
6: pyridine; dmap / acetonitrile / 0.25 h / 0 - 20 °C
7: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate / N,N-dimethyl-formamide / 0.5 h / 100 °C / Inert atmosphere; Irradiation
8: water; sodium hydroxide / tetrahydrofuran / 10 h / Reflux
9: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate / N,N-dimethyl-formamide / 8 h / 100 °C / Inert atmosphere; Irradiation
10: N-acetylcystein; trifluoroacetic acid / 3 h / 70 °C
With
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; pyridine; dmap; potassium phosphate; N-acetylcystein; sulfuric acid; water; palladium diacetate; sodium; caesium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium iodide; sodium hydroxide; trichlorophosphate;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;
7: |Suzuki-Miyaura Coupling / 9: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmc.2015.11.009