9,10-二氢苯并(a)芘合成路线 (共 15 条)
反应条件
1: 1.) diisobutylaluminum hydride, 2.) conc. HCl / 1.) toluene, hexane, -78 deg C, 1.5 h, 2.) THF, -78 deg C, 5 min 2: 1.) n-BuLi/N-isopropylcyclohexylamine / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, -78 deg C, 2 h 3: bromine, triphenyl phosphite / benzene / 1 h / Ambient temperature 4: sodium borohydride, tri-n-butyltin chloride / ethanol / 1.) room temp., 30 min, 2.) reflux, 45 min 5: KOH / ethanol / 1 h / Heating 6: 84 percent / HF (g) 7: 96 percent / sodium borohydride / ethanol / 1.83 h / 55 - 60 °C 8: 93 percent / glacial acetic acid, conc. HCl / 0.25 h View Scheme
参考文献
Journal of Organic Chemistry, , vol. 48, # 23 p. 4361 - 4366
参考文献
Journal of the American Chemical Society, , vol. 63, p. 1685,1687
反应条件
palladium on activated charcoal T=300 - 305°C;
参考文献
Klassen; Daub; Vanderjagt
Journal of Organic Chemistry, 1983 , vol. 48, # 23 p. 4361 - 4366
反应条件
sodium hypochlorite; 1,2,3,4-tetrahydro-naphthalene; (S,S)-Jacobsen’s catalyst in dichloromethane T=0°C; 2.5 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Huang, Xiaoming; Harris, Thomas M.
Journal of the Chemical Society, Chemical Communications, 1995 , # 16 p. 1699 - 1700
反应条件
3-chloro-benzenecarboperoxoic acid
参考文献
Negrete, George R.; Meehan, Thomas
Tetrahedron Letters, 1994 , vol. 35, # 27 p. 4727 - 4730