6,10-二羟基-1-甲基-苯并(h)(1)苯并吡喃并(5,4,3-cde)(1)苯并吡喃-5,12-二酮合成路线 （共 14 条）
反应条件
1: 56 percent / K2CO3 / acetone / Heating 2: 1.) K2CO3, 2.) triethylamine / 1.) acetone, reflux, overnight; 2.) ether, 1h 4: hydrogen / Pd/C / ethanol / 2.5 h / 1034.3 Torr View Scheme
参考文献
Hauser; Combs
Journal of Organic Chemistry, 1980 , vol. 45, # 21 p. 4071 - 4073
反应条件
1: 1.) K2CO3, 2.) triethylamine / 1.) acetone, reflux, overnight; 2.) ether, 1h 3: hydrogen / Pd/C / ethanol / 2.5 h / 1034.3 Torr View Scheme
参考文献
Hauser; Combs
Journal of Organic Chemistry, 1980 , vol. 45, # 21 p. 4071 - 4073
反应条件
2: hydrogen / Pd/C / ethanol / 2.5 h / 1034.3 Torr View Scheme
参考文献
Hauser; Combs
Journal of Organic Chemistry, 1980 , vol. 45, # 21 p. 4071 - 4073
反应条件
1: hydrogen / Pd/C / ethanol / 2.5 h / 1034.3 Torr View Scheme
参考文献
Hauser; Combs
Journal of Organic Chemistry, 1980 , vol. 45, # 21 p. 4071 - 4073
反应条件
hydrogen bromide; acetic acid Heating;
参考文献
Ray, Sutapa; Patra, Asit; Mal, Dipakranjan
Tetrahedron, 2008 , vol. 64, # 14 p. 3253 - 3267
反应条件
hydrogenchloride; hydrogen bromide; acetic acid 1.) reflux, 24 h, 2.) reflux, 18 h; Yield given. Multistep reaction;
参考文献
Kelly, T. Ross; Magee, Joseph A.; Weibel, Franz R.
Journal of the American Chemical Society, 1980 , vol. 102, # 2 p. 798 - 799
反应条件
hydrogenchloride T=80°C; 1 h;
参考文献
Sugawara, Koko; Tsunakawa, Mitsuaki; Konishi, Masataka; Kawaguchi, Hiroshi; Krishnan, Bala; et al.
Journal of Organic Chemistry, 1987 , vol. 52, # 6 p. 996 - 1001
反应条件
hydrogenchloride T=80°C; 1 h;
参考文献
Sugawara, Koko; Tsunakawa, Mitsuaki; Konishi, Masataka; Kawaguchi, Hiroshi; Krishnan, Bala; et al.
Journal of Organic Chemistry, 1987 , vol. 52, # 6 p. 996 - 1001
反应条件
1.1: lithium tert-butylate / tetrahydrofuran / 1 h / -60 °C / |Schlenk technique; |Inert atmosphere; |Cooling with ethanol-dry ice 1.2: 1 h / -60 °C / |Schlenk technique; |Inert atmosphere; |Cooling with ethanol-dry ice 1.3: 18 h / -60 - 20 °C / |Schlenk technique; |Inert atmosphere; |Cooling with ethanol-dry ice 2.1: boron tribromide / dichloromethane / 0.08 h / 20 °C / |Inert atmosphere View Scheme
参考文献
Ueberschaar, Nico; Xu, Zhongli; Scherlach, Kirstin; Metsae-Ketelae, Mikko; Bretschneider, Tom; Dahse, Hans-Martin; Goerls, Helmar; Hertweck, Christian
Journal of the American Chemical Society, 2013 , vol. 135, # 46 p. 17408 - 17416
反应条件
1: 30 percent / PPA / Heating 2: 95 percent / Et2NPh / Heating 3: 86 percent / t-BuOLi / -60 - 20 °C 4: 81 percent / HBr; AcOH / Heating View Scheme
参考文献
Mal, Dipakranjan; Patra, Asit; Roy, Haren
Tetrahedron Letters, 2004 , vol. 45, # 42 p. 7895 - 7898
