5-甲氧基-3,4-二氢-2H-1-萘酮合成路线 （共 55 条）
反应条件
1: With copper(ll) bromide in chloroform; ethyl acetate T=75 - 80°C; 2: With lithium carbonate; lithium bromide in N,N-dimethyl-formamide T=130 - 135°C; 3 h;
参考文献
Banerjee; Poon; Laya; Azocar
Russian Journal of General Chemistry, 2003 , vol. 73, # 11 p. 1815 - 1820
参考文献
Hoffmann-La Roche Inc.
Patent: US5646173 A1, 1997 ;
US 5646173 A
反应条件
1: 58 percent / piperidine, AcOH / 1.5 h / 130 °C 2: 86 percent / H2 / 10percent Pd/C / ethanol 3: 70 percent / BBr3 / CH2Cl2 / 4.5 h / -78 °C View Scheme
参考文献
Bayer, Herbert; Batzl, Christine; Hartmann, Rolf W.; Mannschreck, Albrecht
Journal of Medicinal Chemistry, 1991 , vol. 34, # 9 p. 2685 - 2691
反应条件
1: NaH / benzene 2: DDQ / dioxane View Scheme
参考文献
Gallagher, Peter T.; Hicks, Terry A.; Lightfoot, Andrew P.; Martin Owton
Tetrahedron Letters, 1994 , vol. 35, # 2 p. 289 - 292
反应条件
1: 66 percent / KOt-Bu / 2-methyl-propan-2-ol; diethyl ether / 0.5 h / Ambient temperature 2: 62 percent / Zn / acetic acid / 1 h / Ambient temperature 3: 82 percent / NaBH4 / H2O; methanol / Ambient temperature 4: 45 percent / 1.) KOH; 2.) 2M HCl / 1.) aq. EtOH, reflux, 12 h View Scheme
参考文献
Delgado; Garcia; Mauleon; Minguillon; Subirats; Feliz; Lopez; Velasco
Canadian Journal of Chemistry, 1988 , vol. 66, # 3 p. 517-527
反应条件
1: 1.) LDA / 1.) DME, -20 deg C to 0 deg C, 30 min, 2.) DME, reflux, 50 min 2: 100 percent / AlBr3 / benzene / 0.67 h / Heating 3: 77.1 percent / K2CO3 / dimethylformamide / 4 h / 80 °C 4: 77.5 percent / NaBH4 / methanol / 2.5 h / 0 - 20 °C View Scheme
参考文献
Yatabe, Takumi; Kayakiri, Hiroshi; Kawai, Yoshio; Oku, Teruo; Tanaka, Hirokazu
Chemical and Pharmaceutical Bulletin, 1998 , vol. 46, # 10 p. 1556 - 1565
反应条件
1: sodium ethanolate; hydroxylamine hydrochloride / ethanol; water / |Reflux
2: PPA / 110 - 120 °C
3: boron tribromide / dichloromethane / 20 °C / |Inert atmosphere; |Cooling with ice
View Scheme
参考文献
Han, Rong-Bi; Shao, Yun-Peng; Wu, Hui-Fan; Zhang, Duo; Piao, Feng-Yu
Medicinal Chemistry Research, 2014 , vol. 23, # 6 p. 2810 - 2820
反应条件
1: 84 percent / 0.17 h / 140 °C
2: 71 percent / 5percent Pd/C / Heating
3: 81 percent / pyridinium chloride / 0.25 h / Heating
4: 94 percent / 5percent aq. NaOH / 0 °C
View Scheme
参考文献
Croisy Delcey; Croisy; Zajdela; Lhoste
Journal of Medicinal Chemistry, 1983 , vol. 26, # 2 p. 303 - 306
反应条件
1: hydrogen bromide; water / acetic acid / 2 h / |Inert atmosphere; |Reflux
2: pyridine / dichloromethane / 0 - 20 °C / |Inert atmosphere
3: lithium chloride; bis-triphenylphosphine-palladium(II) chloride; 2,6-di-tert-butyl-4-methyl-phenol / N,N-dimethyl-formamide / 18 h / 90 °C / |Inert atmosphere
View Scheme
参考文献
Romanov-Michailidis, Fedor; Guenee, Laure; Alexakis, Alexandre
Angewandte Chemie - International Edition, 2013 , vol. 52, # 35 p. 9266 - 9270
Angew. Chem., 2013 , vol. 125, # 35 p. 9436 - 9440
反应条件
2: 98 percent / NaH, ethanethiol / dimethylformamide / 1.5 h / Heating
View Scheme
参考文献
Kende, Andrew S.; Rizzi, James P.
Tetrahedron Letters, 1981 , vol. 22, # 19 p. 1779 - 1782
