Multi-step reaction with 9 steps
1: potassium nitrate; sulfuric acid / 15 h / -10 °C
2: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 12 h / 50 °C
3: potassium fluoride / N,N-dimethyl-formamide / 4 h / 20 °C
4: chloro(1,5-cyclooctadiene)rhodium(I) dimer; P(p-C6H4F)3 / N,N-dimethyl-formamide / 2 h / 80 °C
5: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C
6: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C
7: tin(II) chloride dihdyrate / ethanol / 5 h / 75 °C
8: triethylamine / dichloromethane / 0.17 h / 0 - 20 °C
9: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / N,N-dimethyl-formamide / 16 h / 100 °C
With
bis-triphenylphosphine-palladium(II) chloride; potassium fluoride; copper(l) iodide; chloro(1,5-cyclooctadiene)rhodium(I) dimer; tin(II) chloride dihdyrate; sulfuric acid; sodium hydride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; potassium nitrate; triethylamine; N-ethyl-N,N-diisopropylamine; P(p-C6H4F)3;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2012.11.108