Multi-step reaction with 9 steps
1: 1.) NaH, 2.) Bu4NI / 1.) THF, paraffin oil, 15 min, 2.) THF, paraffin oil, room temperature, 2 h
2: 80 percent / BF3*Et2O / CH2Cl2 / 0.75 h
3: 100 percent / pyridine / 12 h
4: 93 percent / HgO, BF3*Et2O / tetrahydrofuran; H2O / 0.25 h
5: pyridinium dichromate / dimethylformamide / 4 h
6: 0.23 g / diethyl ether
7: 0.22 g / K2CO3 / methanol / 0.17 h
8: 1.) triphenylphosphine / 1.) benzene, reflux, 10 h, 2.) benzene, 12 h
9: 70 percent / CuBr, Me2S / toluene; tetrahydrofuran / 0.17 h
With
pyridine; dipyridinium dichromate; dimethylsulfide; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; triphenylphosphine; mercury(II) oxide; copper(I) bromide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1080/00397919608003563