Multi-step reaction with 6 steps
1: 1.) BH3*THF, 2.) pyridinium chlorochromate (PCC) / 1.) THF, 0 deg C, 2 h, 2.) CH2Cl2, room temperature, 3 h
2: 73 percent / benzene / 48 h / Heating
3: 1.) Zn, I2 / 1.) THF, reflux, 1 h, 2.) THF, 0 deg C, 90 min
4: 58 percent / MnO2 / ethyl acetate / 8 h / Ambient temperature
5: 1.) Cs2CO3, 2.) CF3CO2H / 1.) CHCl3, room temperature, 6 h, 2.) benzene, reflux, 5 h
6: 77 percent / p-toluenesulfonic acid / benzene / 16 h / Heating
With
manganese(IV) oxide; borane-THF; iodine; caesium carbonate; toluene-4-sulfonic acid; pyridinium chlorochromate; trifluoroacetic acid; zinc;
In
ethyl acetate; benzene;
DOI:10.1139/v92-243