Multi-step reaction with 8 steps
1: 87 percent / K2CO3 / methanol; dimethylformamide / 2 h / 50 °C
2: 65 percent / NBS, AIBN / 1,2-dichloro-ethane / 1.5 h / Heating
3: 1.) CF3SO3H, 2.) HBr, ACOH / 1.) 100 deg C, 4 h, 2.) 70 deg C, 4 h
4: 91 percent / Br2 / 1,2-dichloro-ethane / 2 h / 25 °C
5: 89 percent / n-Bu4NHSO4, PhI(OAc)2, TFA, AcOH / 2 h / 40 °C
6: 90 percent / n-Bu4NBH(OAc)3 / CH2Cl2 / 2 h / 25 °C
7: 70 percent / dimethylformamide / 5 h / 25 °C
8: 83 percent / CHCl3 / 1 h / 40 °C
With
N-Bromosuccinimide; tetrabutylammonium triacetoxyborohydride; 2,2'-azobis(isobutyronitrile); trifluorormethanesulfonic acid; [bis(acetoxy)iodo]benzene; hydrogen bromide; bromine; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; acetic acid; trifluoroacetic acid;
In
methanol; dichloromethane; chloroform; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1055/s-1999-3494