Multi-step reaction with 7 steps
1: 98 percent / dimethylformamide / 2 h / Ambient temperature
2: 93 percent / aq. Na2CO3, triphenylphosphine, palladium acetate / ethanol; toluene / 4 h / Heating
3: 64 percent / N-bromosuccinimide, benzoyl peroxide / chlorobenzene / 1 h / 120 °C
4: 58 percent / K2CO3 / dimethylformamide / 45 h / 20 - 25 °C
5: 1.) mercury(II) trifluoroacetate, anisole, 2.) H2S (gas) / 1.) TFA, RT, 5 min, 2.) EtOAc, RT, 45 min
6: 1.) NaH / 1.) DMF, 0 deg C, 15 min, 2.) DMF, irrad., 0 deg C, 1 h
7: conc. HCl / ethanol / 18 h / 50 °C
With
hydrogenchloride; N-Bromosuccinimide; Perbenzoic acid; hydrogen sulfide; palladium diacetate; mercury(II) trifluoroacetate; sodium hydride; sodium carbonate; potassium carbonate; methoxybenzene; triphenylphosphine;
In
ethanol; N,N-dimethyl-formamide; chlorobenzene; toluene;
DOI:10.1021/jm00013a013