1-(2,6-二氯苯基)-1,3-二氢-5-羟基-2H-吲哚-2-酮合成路线 (共 13 条)
反应条件
aluminium trichloride T=200 - 215°C; Cyclization; demethylation; Friedel-Crafts reaction; 4 h;
参考文献
Graevskaya; Azimov; Ryabova; Alekseeva; Anisimova; Syubaev; Granik
Pharmaceutical Chemistry Journal, 1998 , vol. 32, # 1 p. 41 - 44
反应条件
1: 1.5 h / 105 °C 2: 0.35 g / AlCl3 / 2 h / 150 °C 3: 38 percent / AlCl3 / 4 h / 200 - 210 °C View Scheme
参考文献
Moser; Sallmann; Wiesenberg
Journal of Medicinal Chemistry, 1990 , vol. 33, # 9 p. 2358 - 2368
反应条件
aluminium trichloride T=200 - 210°C; intramolecular Friedel-Crafts reaction; 4 h;
参考文献
Kenny, Jane R.; Maggs, James L.; Meng, Xiaoli; Sinnott, Deborah; Clarke, Stephen E.; Park, B. Kevin; Stachulski, Andrew V.
Journal of Medicinal Chemistry, 2004 , vol. 47, # 11 p. 2816 - 2825
反应条件
dicyclohexyl-carbodiimide in chloroform T=20°C; Cyclization; 5 h;
参考文献
Bort, Roque; Ponsoda, Xavier; Jover, Ramiro; Gomez-Lechon, M. Jose; Castell, Jose V.
Journal of Pharmacology and Experimental Therapeutics, 1999 , vol. 288, # 1 p. 65 - 72
反应条件
pyridine hydrochloride T=180°C; 3 h;
参考文献
Moser; Sallmann; Wiesenberg
Journal of Medicinal Chemistry, 1990 , vol. 33, # 9 p. 2358 - 2368
反应条件
1: 59 percent / rac-BINAP; Pd(OAc)2; Cs2CO3 / toluene / 20 h / Heating 2: 1.5 h / 105 °C 3: 0.35 g / AlCl3 / 2 h / 150 °C 4: 38 percent / AlCl3 / 4 h / 200 - 210 °C View Scheme
参考文献
Wang, Jian Ta; Wang, Ying; Zhang, Ji Quan; Cui, Xing; Zhang, Yi; Zhu, Gao Feng; Tang, Lei
Chinese Chemical Letters, 2011 , vol. 22, # 4 p. 409 - 412
反应条件
1: 59 percent / rac-BINAP; Pd(OAc)2; Cs2CO3 / toluene / 20 h / Heating 2: 1.5 h / 105 °C 3: 0.35 g / AlCl3 / 2 h / 150 °C 4: 38 percent / AlCl3 / 4 h / 200 - 210 °C View Scheme
参考文献
Kenny, Jane R.; Maggs, James L.; Meng, Xiaoli; Sinnott, Deborah; Clarke, Stephen E.; Park, B. Kevin; Stachulski, Andrew V.
Journal of Medicinal Chemistry, 2004 , vol. 47, # 11 p. 2816 - 2825
反应条件
1.1: potassium carbonate / acetone / Reflux 2.1: hydrogenchloride; iron / ethanol; water / Reflux 3.1: sulfuric acid / tetrahydrofuran / 0 °C 3.2: 0.5 h / 0 °C 3.3: 3 h / 0 °C / Reflux 4.1: copper(l) iodide; copper; potassium carbonate / 1-methyl-pyrrolidin-2-one / 40 h / 160 °C 5.1: 1.5 h / 105 °C 6.1: AlCl3, aluminium chloride / 2.5 h / 160 - 250 °C / Inert atmosphere View Scheme
参考文献
Wang, Jian Ta; Wang, Ying; Zhang, Ji Quan; Cui, Xing; Zhang, Yi; Zhu, Gao Feng; Tang, Lei
Chinese Chemical Letters, 2011 , vol. 22, # 4 p. 409 - 412
反应条件
1.1: hydrogenchloride; iron / ethanol; water / Reflux 2.1: sulfuric acid / tetrahydrofuran / 0 °C 2.2: 0.5 h / 0 °C 2.3: 3 h / 0 °C / Reflux 3.1: copper(l) iodide; copper; potassium carbonate / 1-methyl-pyrrolidin-2-one / 40 h / 160 °C 4.1: 1.5 h / 105 °C 5.1: AlCl3, aluminium chloride / 2.5 h / 160 - 250 °C / Inert atmosphere View Scheme
参考文献
Wang, Jian Ta; Wang, Ying; Zhang, Ji Quan; Cui, Xing; Zhang, Yi; Zhu, Gao Feng; Tang, Lei
Chinese Chemical Letters, 2011 , vol. 22, # 4 p. 409 - 412
反应条件
1.1: sulfuric acid / tetrahydrofuran / 0 °C 1.2: 0.5 h / 0 °C 1.3: 3 h / 0 °C / Reflux 2.1: copper(l) iodide; copper; potassium carbonate / 1-methyl-pyrrolidin-2-one / 40 h / 160 °C 3.1: 1.5 h / 105 °C 4.1: AlCl3, aluminium chloride / 2.5 h / 160 - 250 °C / Inert atmosphere View Scheme
参考文献
Graevskaya; Azimov; Ryabova; Alekseeva; Anisimova; Syubaev; Granik
Pharmaceutical Chemistry Journal, 1998 , vol. 32, # 1 p. 41 - 44