Multi-step reaction with 6 steps
1: 99 percent / Ag2O, KI / dimethylformamide / 4 h / 0 - 20 °C
2: 1.) tris(triphenylphosphine)rhodium(I) chloride, 1,4-diazabicyclo<2.2.2>octane 2.) HgO, HgCl2 / 1a) EtOH, PhH, H2O, 4h, reflux 1b) EtOH, PhH, H2O, 4.5 h, reflux 2.) 10percent aq. acetone, 2.5 h, 20 deg C
3: 99 percent / DBU / CH2Cl2 / 2 h / 0 °C
4: 76 percent / AW-300 molecular sieves, BF3*Et2O / 1,2-dichloro-ethane / 2 h / -30 °C
5: NH2NH2*H2O / ethanol / 2 h / Heating
6: pyridine / 1 h / 20 °C
With
pyridine; 1,4-diaza-bicyclo[2.2.2]octane; Wilkinson's catalyst; molecular sieve; boron trifluoride diethyl etherate; hydrazine hydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium iodide; mercury dichloride; mercury(II) oxide; silver(l) oxide;
In
ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(90)84224-I