Multi-step reaction with 7 steps
1: 80 percent / imidazole / dimethylformamide / 5 h / Ambient temperature
2: 100 percent / NaH / tetrahydrofuran / 4.5 h / Ambient temperature
3: 48percent aq. HF / diethyl ether; acetonitrile / 23 h
4: 75 percent / triphenylphosphine, imidazol, iodine / benzene / 1 h / Heating
5: 80 percent / dimethylformamide / 1.) 4h, RT, 2.) 30-40 deg C, 40 min
6: 1.) borane-DMS, 2.) NaOH, 30percent H2O2 / 1.) THF, 0 deg C, 1h, 2.) H2O, 2h, RT
7: 75 percent / 2,6-lutidine / CH2Cl2 / 2 h / 0 °C
With
1H-imidazole; 2,6-dimethylpyridine; sodium hydroxide; dimethylsulfide borane complex; hydrogen fluoride; dihydrogen peroxide; iodine; sodium hydride; triphenylphosphine;
In
tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/jo00296a040