Multi-step reaction with 8 steps
1.1: N-ethyl-N,N-diisopropylamine; tetrabutylammomium bromide / 1,4-di(diphenylphosphino)-butane; palladium diacetate / N,N-dimethyl-formamide / 30 h / 140 °C
2.1: trifluoroacetic acid / dichloromethane / 0.25 h / 20 °C
2.2: 1.5 h / 40 °C
2.3: 1.7percent palladium-fibroin / 18 h / 20 °C
3.1: potassium tert-butylate / tetrahydrofuran / 0.5 h
4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C
4.2: 1.17 h / -78 °C / cooling with ice
5.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.58 h / -78 °C / cooling with ice
5.2: 0.67 h / 20 °C / cooling with ice
6.1: N-Bromosuccinimide / 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 0.67 h / Reflux
7.1: sodium hydrogencarbonate / dimethyl sulfoxide / 6 h / 100 °C
7.2: 1.83 h
8.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C
With
N-Bromosuccinimide; potassium tert-butylate; tetrabutylammomium bromide; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hexamethyldisilazane;
2,2'-azobis(isobutyronitrile); palladium diacetate; 1,4-di(diphenylphosphino)-butane;
In
tetrahydrofuran; tetrachloromethane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
1.1: Heck Reaction;