Multi-step reaction with 7 steps
1.1: lithium chloride / tetrahydrofuran / 0.17 h / 20 °C
1.2: 0.5 h / -20 °C
1.3: 3 h / -20 - 20 °C
2.1: copper(l) iodide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere
3.1: N-iodo-succinimide / dichloromethane / 1.5 h / 0 - 20 °C
4.1: copper(l) iodide; sodiumsulfide nonahydrate / dimethyl sulfoxide / 3 h / 20 - 150 °C
5.1: palladium diacetate; sodium 2′-dicyclohexylphosphino-2,6-dimethoxy-1,1′-biphenyl-3-sulfonate hydrate; sodium hydrogencarbonate / water; isopropyl alcohol / 120 °C / Microwave irradiation
6.1: trifluoroacetic acid / dichloromethane / 20 °C
7.1: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane
With
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-iodo-succinimide; copper(l) iodide; sodiumsulfide nonahydrate; sodium 2′-dicyclohexylphosphino-2,6-dimethoxy-1,1′-biphenyl-3-sulfonate hydrate; palladium diacetate; sodium hydrogencarbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium chloride;
In
tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; isopropyl alcohol;
2.1: |Sonogashira Cross-Coupling / 5.1: |Suzuki Coupling;
DOI:10.1021/ml300461f