Multi-step reaction with 8 steps
1.1: tin(II) chloride dihdyrate / ethyl acetate / 50 °C / Inert atmosphere
2.1: triphenylphosphine; copper(l) iodide; triethylamine / toluene / 0.08 h / 20 °C / Inert atmosphere
2.2: 1 h / 110 °C / Inert atmosphere; Microwave irradiation
3.1: potassium carbonate / methanol / 0.5 h / 20 °C / Inert atmosphere
4.1: triphenylphosphine; copper(l) iodide; triethylamine / toluene / 0.08 h / 20 °C / Inert atmosphere
4.2: 1 h / 110 °C / Inert atmosphere; Microwave irradiation
5.1: water / water; methanol; tetrahydrofuran / 20 °C / Inert atmosphere
6.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere
7.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere
8.1: water / water; methanol; tetrahydrofuran / 20 °C / Inert atmosphere
With
copper(l) iodide; tin(II) chloride dihdyrate; water; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine;
In
tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol401197n