5-甲氧基-3-甲基-1H-吲哚合成路线 (共 21 条)
反应条件
1: 98 percent / K2CO3, 18-crown-6 / acetonitrile / 12 h / Heating 2: 99 percent / H2 / PtO2 / aq. ethanol; ethyl acetate 3: 70 percent / DIBALH / benzene / 1.5 h / 0 °C View Scheme
参考文献
Synthetic Communications, , vol. 24, # 6 p. 839 - 848
反应条件
1: 1-(tert-butyldimethylsilyl)-3-bromo-5-methoxy-1H-indole With tert.-butyl lithium in tetrahydrofuran; pentane T=-78°C; 0.166667 h; 2: methyl iodide in tetrahydrofuran; pentane T=-78°C; 0.25 h; 3: With tetrabutyl ammonium fluoride in tetrahydrofuran T=20°C; 0.166667 h;
参考文献
Synthesis, , # 2 p. 267 - 275
反应条件
pyridine T=125°C; 2 h; Microwave irradiationInert atmosphere;
参考文献
Zhang, Jinzhu; Yin, Zhiwei; Leonard, Patrick; Wu, Jing; Sioson, Kate; Liu, Che; Lapo, Robert; Zheng, Shengping
Angewandte Chemie - International Edition, 2013 , vol. 52, # 6 p. 1753 - 1757
Angew. Chem., 2013 , vol. 125, # 6 p. 1797 - 1801,5
反应条件
lithium aluminium tetrahydride in tetrahydrofuran T=0 - 20°C; Schlenk technique;
参考文献
Angewandte Chemie - International Edition, , vol. 52, # 11 p. 3250 - 3254
Angew. Chem., , vol. 125, # 11 p. 3332 - 3336,5
反应条件
1.1: aq. HCl; NaNO2 / H2O / 0.25 h / 0 °C 1.2: KOH / ethanol; H2O / 15 h / 0 - 4 °C / pH 5 - 6 1.3: 74 percent / HCl / ethanol / 2 h / 78 °C 2.1: 100 percent / KOH / ethanol / 1 h / Heating 3.1: 93.6 percent / Cu; quinoline / 2.5 h / Heating View Scheme
参考文献
Journal of Organic Chemistry, , vol. 68, # 16 p. 6279 - 6295
反应条件
1.1: BuLi / tetrahydrofuran; hexane / 0.25 h / -10 °C 1.2: tetrahydrofuran; hexane / 3 h / 0 °C 2.1: 5.4 g / NBS / tetrahydrofuran; hexane / 3 h / -78 °C 3.1: t-BuLi / pentane; tetrahydrofuran / 0.17 h / -78 °C 3.2: pentane; tetrahydrofuran / 0.25 h / -78 °C 3.3: Bu4NF / tetrahydrofuran / 0.17 h / 20 °C View Scheme
参考文献
Synthesis, , # 2 p. 267 - 275
反应条件
1.1: 5.4 g / NBS / tetrahydrofuran; hexane / 3 h / -78 °C 2.1: t-BuLi / pentane; tetrahydrofuran / 0.17 h / -78 °C 2.2: pentane; tetrahydrofuran / 0.25 h / -78 °C 2.3: Bu4NF / tetrahydrofuran / 0.17 h / 20 °C View Scheme
参考文献
Synthesis, , # 2 p. 267 - 275
反应条件
2,2,6,6-tetramethylpiperidinyl-lithium Ito-Saegusa indole synthesis;
参考文献
Kobayashi, Kazuhiro; Shirai, Yuu; Fukamachi, Shuhei; Konishi, Hisatoshi
Heterocycles, 2010 , vol. 81, # 2 p. 433 - 439
反应条件
1.1: potassium carbonate / dimethyl sulfoxide / 20 h / 20 °C 2.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C 2.2: 15 h / 0 - 20 °C 3.1: [Rh(CO)2(Me2NCH2CH2NMe2)][RhCl2(CO)2]; carbon monoxide / tetrahydrofuran / 20 h / 100 °C / 5171.62 Torr / Autoclave View Scheme
参考文献
Journal of Organic Chemistry, , vol. 76, # 11 p. 4715 - 4720
反应条件
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C 1.2: 15 h / 0 - 20 °C 2.1: [Rh(CO)2(Me2NCH2CH2NMe2)][RhCl2(CO)2]; carbon monoxide / tetrahydrofuran / 20 h / 100 °C / 5171.62 Torr / Autoclave View Scheme
参考文献
Journal of Organic Chemistry, , vol. 76, # 11 p. 4715 - 4720