Multi-step reaction with 8 steps
1: BF3*Et2O / CH2Cl2 / -78 °C
2: KOtBu / tetrahydrofuran / 60 - 70 °C
3: Na, anthracene / tetrahydrofuran / 23 °C
4: F3CCO2H / CH2Cl2 / 23 °C
5: 1.) NaNO2, 50percent aq. HOAc, 2.) K2CO3 / 1.) 0 deg C, 2.) water, 0 deg C
6: Me3SiCl, NaI / acetonitrile
7: 73 percent / DDQ / benzene / 60 - 70 °C
8: Pd2(dba)3, (2-furyl)3P, LiCl / dimethylformamide / 120 - 130 °C
With
chloro-trimethyl-silane; tris(dibenzylideneacetone)dipalladium (0); trifuran-2-yl-phosphane; anthracene; boron trifluoride diethyl etherate; potassium tert-butylate; sodium; potassium carbonate; acetic acid; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium iodide; lithium chloride; sodium nitrite;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/0040-4039(96)01619-X