Multi-step reaction with 11 steps
1: pyridine / 16 h / 130 °C
2: lithium hydroxide / tetrahydrofuran / 2 h
3: polyphosphoric acid / 2 h / 130 °C
4: trichlorophosphate / 2 h / 100 °C
5: potassium carbonate; 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex / tetrahydrofuran / 6 h / Reflux
6: N,N-dimethyl-formamide / 0.5 h / 60 °C
7: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 3 h / Reflux
8: N,N-dimethyl-formamide / 16 h / 60 °C
9: oxone / tetrahydrofuran; water / 16 h / 20 °C
10: hydrazine / ethanol / 0.5 h / 60 °C
11: butan-1-ol / 16 h / 100 °C
With
pyridine; N-Bromosuccinimide; 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; potassium carbonate; lithium hydroxide; hydrazine; trichlorophosphate; dibenzoyl peroxide;
In
tetrahydrofuran; tetrachloromethane; ethanol; water; N,N-dimethyl-formamide; butan-1-ol;
DOI:10.1016/j.bmcl.2015.01.001