Multi-step reaction with 9 steps
1: lithium hydroxide / tetrahydrofuran / 2 h
2: polyphosphoric acid / 2 h / 130 °C
3: trichlorophosphate / 2 h / 100 °C
4: potassium carbonate; 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex / tetrahydrofuran / 6 h / Reflux
5: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 3 h / Reflux
6: N,N-dimethyl-formamide / 16 h / 60 °C
7: tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / 3 h / 100 °C
8: hydrazine / ethanol / 0.5 h / 60 °C
9: butan-1-ol / 16 h / 100 °C
With
tris-(dibenzylideneacetone)dipalladium(0); N-Bromosuccinimide; 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; potassium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; lithium hydroxide; sodium t-butanolate; hydrazine; trichlorophosphate; dibenzoyl peroxide;
In
tetrahydrofuran; tetrachloromethane; ethanol; N,N-dimethyl-formamide; butan-1-ol;
DOI:10.1016/j.bmcl.2015.01.001