Multi-step reaction with 8 steps
1.1: 1,1,1,3,3,3-hexamethyl-disilazane; acetic acid / 16 h / 70 °C / Inert atmosphere
2.1: sulfur; sodium hydrogencarbonate; water / tetrahydrofuran / 0.75 h / 35 °C / Inert atmosphere
3.1: tin(IV) chloride / toluene / 3.5 h / 20 °C / Reflux
3.2: 20 °C
4.1: N-Bromosuccinimide / dichloromethane / 0.75 h / 20 °C
5.1: sodium hydroxide; water / dimethyl sulfoxide / 1 h / 150 °C
5.2: 20 °C / pH 6
6.1: copper; quinoline / 1 h / 180 - 190 °C / microwave irradiation
7.1: sodium t-butanolate / tetrahydrofuran / 0.25 h / 20 °C
7.2: 3.5 h
8.1: caesium carbonate / tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos / tetrahydrofuran / 19 h / 70 °C
With
quinoline; N-Bromosuccinimide; water; tin(IV) chloride; copper; sodium hydrogencarbonate; caesium carbonate; sulfur; acetic acid; 1,1,1,3,3,3-hexamethyl-disilazane; sodium hydroxide; sodium t-butanolate;
tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene;