Multi-step reaction with 10 steps
1.1: potassium carbonate / acetone / 72 h / 80 °C
2.1: 0.5 h / Reflux
3.1: hydrogenchloride / water; diethyl ether; methanol / 0.5 h
4.1: pyridine / dichloromethane / 1 h / 0 °C
5.1: chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I) / dichloromethane; 1,2-dichloro-benzene / 0.67 h / Reflux; Inert atmosphere
6.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C
6.2: 2 h / -78 - 20 °C
6.3: 20 °C
7.1: potassium phosphate; palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / water; toluene / Inert atmosphere; Reflux
8.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / chlorobenzene / 2 h / 120 °C
9.1: potassium carbonate
10.1: platinum(II) chloride / toluene / 100 °C / Inert atmosphere
With
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; pyridine; hydrogenchloride; potassium phosphate; n-butyllithium; chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); palladium diacetate; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; platinum(II) chloride;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; chlorobenzene; 1,2-dichloro-benzene; acetone; toluene;
2.1: |Claisen Rearrangement / 7.1: |Suzuki Coupling;
DOI:10.1002/chem.201603058