4,5,6,7-四氢吲哚合成路线 （共 40 条）
反应条件
1: 2percent aq. NaOH / 1 h 2: 25percent aq. NH3 / 1 h / Heating View Scheme
参考文献
Chemistry of Heterocyclic Compounds (New York, NY, United States), , vol. 28, # 1 p. 31 - 33
Khimiya Geterotsiklicheskikh Soedinenii, , # 1 p. 37 - 39
反应条件
potassium hydroxide in dimethyl sulfoxide T=110°C; 3 h; different molar ratios of reagents; Product distribution;
参考文献
Journal of Organic Chemistry USSR (English Translation), , vol. 22, p. 433 - 435
Zhurnal Organicheskoi Khimii, , vol. 22, # 3 p. 489 - 492
反应条件
potassium hydroxide in dimethyl sulfoxide T=110°C; 3 h; 85 - 140 deg C, different molar ratios of reagents, 2 - 6 h, various solvents; Product distribution;
参考文献
Journal of Organic Chemistry USSR (English Translation), , vol. 22, p. 433 - 435
Zhurnal Organicheskoi Khimii, , vol. 22, # 3 p. 489 - 492
反应条件
1: 1a) BuLi / 1a) THF, hexane, -70 deg C, 1b) 0 deg C, 1h, 2) THF, -40 deg C 2: molsieves (3 Angstroem), DDQ / toluene / Heating; one night 3: 89 percent Chromat. / 3M NaOH / ethanol / 1) 0 deg C, 2) r.t., 3h 4: 90 percent / transformed Escherichia coli cells 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
potassium hydroxide 1.) 30 min, 2.) 7 days; Yield given. Multistep reaction;
参考文献
Trofimov, B. A.; Sobenina, L. N.; Mikhaleva, A. I.; Sergeeva, M. P.; Golovanova, N. I.; et al.
Chemistry of Heterocyclic Compounds (New York, NY, United States), 1992 , vol. 28, # 9 p. 990 - 994
Khimiya Geterotsiklicheskikh Soedinenii, 1992 , # 9 p. 1176 - 1181
反应条件
1: With trichlorophosphate T=20°C; 13.33 h; Inert atmosphereCooling with ice; 2: With sodium hydroxide in water 0.666667 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
反应条件
1: dichloromethane / 54 h / 0 - 20 °C / Inert atmosphere 2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 8 h / 20 °C View Scheme
参考文献
Sigan, Andrei L.; Gusev, Dmitrii V.; Chkanikov, Nikolai D.; Shmidt, Elena Yu.; Ivanov, Andrei V.; Mihaleva, Al'Bina I.
Tetrahedron Letters, 2011 , vol. 52, # 39 p. 5025 - 5028
反应条件
1: 1a) BuLi / 1a) THF, hexane, -70 deg C, 1b) 0 deg C, 1h, 2) THF, -40 deg C 2: 60 percent / DDQ / toluene / 85 °C / one night 3: 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
1: 1,2-dichloro-ethane / 2 h / 85 °C / Inert atmosphere
2: ethanol / 1 h / 20 °C / Inert atmosphere
View Scheme
参考文献
GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Young, Wendy B.
Patent: US2013/116262 A1, 2013 ;
反应条件
potassium hydroxide in dimethyl sulfoxide
T=125 - 135°C; 9 h; atmospheric pressure;
参考文献
Trofimov; Tarasova; Shemetova; Afonin; Klyba; Baikalova; Mikhaleva
Russian Journal of Organic Chemistry, 2003 , vol. 39, # 3 p. 408 - 414
