Multi-step reaction with 10 steps
1: potassium carbonate / tetrahydrofuran / 15 h / 20 °C
2: acetic acid; N-iodo-succinimide / 2 h / 70 °C
3: acetic acid; iron / ethanol; water / 2 h / 76 °C
4: dimethyl sulfoxide / 16 h / 20 °C
5: caesium carbonate / tert-butyl methyl ether; tetrahydrofuran / 20 °C
6: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 17 h / 20 °C
7: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 80 °C
8: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 0.67 h / 120 °C
9: dmap; sodium hexamethyldisilazane / copper diacetate / toluene / 95 °C / Inert atmosphere
10: cyclohexa-1,4-diene; ethanol / palladium(II) hydroxide / ethyl acetate / 2 h / 130 °C / microwave irradiation
With
dmap; N-iodo-succinimide; ethanol; cyclohexa-1,4-diene; sodium hexamethyldisilazane; iron; potassium carbonate; caesium carbonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid;
tetrakis(triphenylphosphine) palladium(0); copper diacetate; palladium(II) hydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; tert-butyl methyl ether; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene;