Multi-step reaction with 5 steps
1: 1.) Mg, 2.) PdCl2(dppf) / 1.) ether, reflux, 0.5 h, 2.) ether, reflux, overnight
2: 1.) Mg, iodine, 2.) Li2CuCl4 / 1.) THF, reflux, 0.5 h, 2.) THF, RT, overnight
3: 60 percent / iodine, H5IO6, acetic acid, 30 percent sulfuric acid / CHCl3 / 48 h / 80 °C
4: 78 percent / K2CO3, nBu4Br, NaI / Heating
5: 1.) POCl3 / 1.) a) 0 deg C, 1 h, b) RT, 1 h, 2.) 90 deg C, overnight
With
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; dilithium tetrachlorocuprate; sulfuric acid; tetrabutylammomium bromide; iodine; potassium carbonate; magnesium; acetic acid; periodic acid; sodium iodide; trichlorophosphate;
In
chloroform;
DOI:10.1021/ja9825130