9,10-二氢苯并(A)芘-7(8H)-酮合成路线 (共 24 条)
反应条件
anschliessend mit Aluminiumchlorid behandeln;
参考文献
Journal of the American Chemical Society, , vol. 63, p. 1682,1684
Journal of the American Chemical Society, , vol. 62, p. 1855,1857
Justus Liebigs Annalen der Chemie, , vol. 531, p. 1,129
参考文献
Journal of the American Chemical Society, , vol. 57, p. 782
参考文献
Journal of the Chemical Society, , p. 398,401
Chemistry and Industry (London, United Kingdom), , p. 843
Chemische Berichte, , vol. 68, p. 1079,1082
Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, , vol. <6> 21, p. 128,131
参考文献
Journal of the Chemical Society, , p. 398,401
Chemistry and Industry (London, United Kingdom), , p. 843
反应条件
1: 96 percent / sodium borohydride / ethanol / 1.83 h / 55 - 60 °C 2: 93 percent / glacial acetic acid, conc. HCl / 0.25 h 3: 60 percent / 10percent palladium on charcoal / 300 - 305 °C View Scheme
参考文献
Bachmann; Carmack; Safir
Journal of the American Chemical Society, 1941 , vol. 63, p. 1682,1684
反应条件
1: 1.) hydrazine hydrate, 2.) KOH / 1.) triethylene glycol, 110 deg C, 60 min, 2.) 140 deg C, 2 h 2: 66 percent Chromat. / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) / benzene / 5 h / Ambient temperature 3: 62 percent / iodine / benzene / 4 h / Heating 4: N-bromosuccinimid (NBS), benzoyl peroxide / CCl4 / 1.5 h / Heating 5: 1,5-diazabicyclo<4.3.0>non-5-ene (DBN) / tetrahydrofuran / 48 h / 5 °C 6: 92 percent / NaOMe / tetrahydrofuran; methanol / 0.25 h / 80 °C View Scheme
参考文献
Oesch, Franz; Stillger, Gisela; Frank, Heinz; Platt, Karl L.
Journal of Organic Chemistry, 1982 , vol. 47, # 3 p. 568 - 571
参考文献
Cook; Hewett
Journal of the Chemical Society, 1933 , p. 398,401
Chemistry and Industry (London, United Kingdom), 1936 , p. 843
反应条件
sodium tetrahydroborate in ethanol T=55 - 60°C; 1.83333 h;
参考文献
Klassen; Daub; Vanderjagt
Journal of Organic Chemistry, 1983 , vol. 48, # 23 p. 4361 - 4366
参考文献
Bachmann; Carmack; Safir
Journal of the American Chemical Society, 1941 , vol. 63, p. 1682,1684
反应条件
potassium hydroxide; hydrazine hydrate 1.) triethylene glycol, 110 deg C, 60 min, 2.) 140 deg C, 2 h; Yield given. Multistep reaction;
参考文献
Wu, Anhui; Duan, Yazhen; Xu, Daiwang; Penning, Trevor M.; Harvey, Ronald G.
Tetrahedron, 2010 , vol. 66, # 12 p. 2111 - 2118