1,5,6,7-四氢-4H-吲哚-4-酮合成路线 （共 29 条）
反应条件
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 26.5 h / 75 - 80 °C / Reflux; Inert atmosphere 1.2: 0.5 h 2.1: trichlorophosphate / 13.33 h / 20 °C / Inert atmosphere; Cooling with ice 2.2: 0.67 h View Scheme
参考文献
THE JOHNS HOPKINS UNIVERSITY; THE SCRIPPS RESEARCH INSTITUTE; ZACK, Donald, Jeffrey; BANNISTER, Thomas; VOJKOVSKY, Tomas; YANG, Zhiyong; BERLINICKE, Cynthia
Patent: WO2011/119777 A2, 2011 ;
WO 2011/119777 A2
反应条件
1: With lithium aluminium tetrahydride in tetrahydrofuran T=75 - 80°C; 26.5 h; RefluxInert atmosphere; 2: With water; sodium hydroxide in ethyl acetate 0.5 h;
参考文献
THE JOHNS HOPKINS UNIVERSITY; THE SCRIPPS RESEARCH INSTITUTE; ZACK, Donald, Jeffrey; BANNISTER, Thomas; VOJKOVSKY, Tomas; YANG, Zhiyong; BERLINICKE, Cynthia
Patent: WO2011/119777 A2, 2011 ;
Location in patent: Page/Page column 35-36 ;
WO 2011/119777 A2
参考文献
Rosenberg, Marianne Lenes; Aasheim, Jens H. F.; Trebbin, Martin; Uggerud, Einar; Hansen, Tore
Tetrahedron Letters, 2009 , vol. 50, # 47 p. 6506 - 6508
反应条件
1: 1,5,6,7-tetrahydro-4H-indol-4-one With sodium hydride in N,N-dimethyl-formamide T=0°C; 0.5 h; Inert atmosphere; 2: toluene-4-sulfonic acid in N,N-dimethyl-formamide Inert atmosphere;
参考文献
Rosenberg, Marianne Lenes; Aasheim, Jens H. F.; Trebbin, Martin; Uggerud, Einar; Hansen, Tore
Tetrahedron Letters, 2009 , vol. 50, # 47 p. 6506 - 6508
反应条件
N-ethyl-N,N-diisopropylamine in tetrahydrofuran; ethyl acetate
参考文献
Sugen, Inc.
Patent: US2003/69297 A1, 2003 ;
反应条件
1: 1) hydrazine monohydrate, 2) KOH / 1) ethylene glycol, 130 deg C, 2) 195 deg C, 3h 2: 1a) BuLi / 1a) THF, hexane, -70 deg C, 1b) 0 deg C, 1h, 2) THF, -40 deg C 3: 60 percent / DDQ / toluene / 85 °C / one night 4: 85 percent Chromat. / 3M NaOH / ethanol / 0.5 h / 0 °C View Scheme
参考文献
Berg, E. M. M. van den; Jansen, F. J. H. M.; Goede, A. T. J. W. de; Baldew, A. U.; Lugtenburg, J.
Recueil des Travaux Chimiques des Pays-Bas, 1990 , vol. 109, # 4 p. 287 - 297
反应条件
palladium on activated charcoal in various solvent(s) Heating;
参考文献
Torii, Sigeru; Uneyama, Kenji; Onishi, Takashi; Fujita, Yoshiji; Ishiguro, Michihiro; Nishida, Takashi
Chemistry Letters, 1980 , p. 1603 - 1604
反应条件
4-(N,N-dimethlyamino)pyridine in acetonitrile
T=20°C;
参考文献
Davies, Huw M. L.; Manning, James
Patent: US2007/4787 A1, 2007 ;
Location in patent: Page/Page column 23 ;
反应条件
1: hydroxylammonium chloride, pyridine / 2 h / Ambient temperature
2: diisobutylaluminum hydride / CH2Cl2 / 3 h / 0 °C
View Scheme
参考文献
Cho, Hidetsura; Murakami, Kengo; Nakanishi, Hiroyuki; Isoshima, Hirotaka; Hayakawa, Kazuhide; Uchida, Itsuo
Heterocycles, 1998 , vol. 48, # 5 p. 919 - 927
