Multi-step reaction with 9 steps
1: sulfuric acid / 1 h / Reflux
2: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 90 °C / Sealed tube; Inert atmosphere
3: trifluoroacetic acid / dichloromethane / 1 h / 20 °C
4: pyridine / dichloromethane / 20 °C
5: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / 20 °C / Cooling with ice
6: N-Bromosuccinimide / N,N-dimethyl acetamide / 0.25 h / 20 °C
7: N,N-dimethyl acetamide / 20 - 60 °C
8: N,N-dimethyl acetamide / 60 - 80 °C
9: hydrogenchloride / 2,2,2-trifluoroethanol / 180 °C / Microwave irradiation
With
pyridine; hydrogenchloride; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; N-Bromosuccinimide; sulfuric acid; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; lithium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; 2,2,2-trifluoroethanol; N,N-dimethyl acetamide;
DOI:10.1021/ml4000063