Multi-step reaction with 7 steps
1.1: trichlorophosphate; n-butyllithium / tetrahydrofuran / 0.5 h / Inert atmosphere; Cooling; Schlenk technique
1.2: 50 °C / Inert atmosphere; Cooling; Schlenk technique
2.1: toluene-4-sulfonic acid / benzene / 5 h / Inert atmosphere; Reflux; Schlenk technique
3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere; Schlenk technique
3.2: Inert atmosphere; Schlenk technique
4.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 12 h / Inert atmosphere; Reflux; Schlenk technique
5.1: tris(dibenzylideneacetone)dipalladium (0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate / 12 h / 110 °C / Inert atmosphere; Schlenk technique
6.1: trifluoroacetic acid / tetrahydrofuran; water / 2 h / 20 °C / Inert atmosphere; Schlenk technique
7.1: piperidine / acetonitrile / 6 h / Inert atmosphere; Reflux; Schlenk technique
With
piperidine; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; tris(dibenzylideneacetone)dipalladium (0); potassium carbonate; toluene-4-sulfonic acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; sodium t-butanolate; trichlorophosphate;
In
tetrahydrofuran; hexane; water; acetonitrile; benzene;
4.1: |Suzuki Coupling / 5.1: |Buchwald-Hartwig Coupling / 7.1: |Knoevenagel Condensation;
DOI:10.1002/chem.201201500